Cosmetic compositions based on a supramolecular polymer, a hyperbranched functional polymer, a light silicone fluid and a copolymer of a silicone resin and a fluid silicone

ABSTRACT

The present invention relates to a cosmetic composition and method for making up and/or enhancing the appearance of a keratinous substrate, comprising at least one supramolecular polymer, at least one detackifying ingredient which is a hyperbranched functional polymer, at least one fatty phase ingredient(s), at least one light silicone fluid other than the fatty phase ingredient(s), and at least one copolymer containing a silicone resin segment and a fluid silicone segment. The compositions of the present invention may optionally contain at least one functional filler, at least one wax and at least one colorant.

FIELD OF THE INVENTION

The present invention relates to a cosmetic composition and method formaking up and/or enhancing the appearance of a keratinous substrate,comprising at least one supramolecular polymer, at least onedetackifying ingredient which is a hyperbranched functional polymer, atleast one fatty phase ingredient(s), at least one light silicone fluidother than the fatty phase ingredient(s), and at least one copolymercontaining a silicone resin segment and a fluid silicone segment. Thecompositions of the present invention may optionally contain at leastone functional filler, at least one wax and at least one colorant.

DISCUSSION OF THE BACKGROUND

In general, when women use a makeup product, especially a foundation orlipstick, they wish this product to have good wear and transferresistance properties.

With regard to this expectation, one or more polymers are typicallyemployed to improve these properties. Illustrations of these polymersinclude silicone resins, polyacrylates and latices.

However, the above-mentioned polymers, which are advantageous in termsof wear and transfer-resistance properties, are often found by consumersto be uncomfortable with regards to their initial application (difficultto spread and tacky feeling) and/or after application (tautness, maskeffect). In addition, silicone resins provide no shine and moisture tothe lip.

Unexpectedly, the inventors have found that it is possible to overcomethis drawback by combining certain supramolecular polymers with ahyperbranched functional polymer, a light silicone fluid and a copolymercontaining a silicone resin segment and a fluid silicone segment. Inaddition, the inventive compositions demonstrate high and long-lastingshine, and long wear of color compared to other silicon resin containinglipsticks on the market. At the same time, the inventive compositionsprovided an even film deposit, a good comfort level, and more moistureon the wearer's lips.

SUMMARY OF THE INVENTION

The object of the present invention is to provide a cosmetic compositionfor making up and/or enhancing the appearance of keratinous substratescontaining, in a cosmetically acceptable medium:

-   -   a) at least one supramolecular polymer,    -   b) at least one detackifying ingredient which is a hyperbranched        functional polymer,    -   c) at least one fatty phase;    -   d) at least one light silicone fluid other than (c);    -   e) at least one copolymer containing a silicone resin segment        and a fluid silicone segment;    -   f) optionally, at least one functional filler;    -   g) optionally, at least one wax; and    -   h) optionally, at least one colorant,

wherein the supramolecular polymer is based on functionalized polyalkenepolymer of formula HO—P—OH in which P represents a homopolymer or acopolymer that may be obtained by polymerization of one or more linearor cyclic polyunsaturated C₂-C₁₀ and preferably C₂-C₄ alkenes, furtherwherein said one or more linear or cyclic polyunsaturated C₂-C₁₀ alkenesmay be branched, further wherein said supramolecular polymer may bederived from the reaction, especially the condensation, of saidfunctionalized polyalkene polymer with at least one junction groupfunctionalized with at least one reactive group capable of reacting withthe reactive group(s) of the functionalized polyalkene polymer, the saidjunction group being capable of forming at least 3 hydrogen bonds,preferably at least 4 hydrogen bonds, preferentially 4 hydrogen bonds,and wherein the composition provides good wear, high and long-lastingshine, and transfer resistance properties in a less tacky manner.

According to another aspect of the present invention, there is provideda method of making up and/or enhancing the appearance of a keratinoussubstrate involving or comprising applying onto the keratinous substratethe above-disclosed composition, wherein the composition provides goodwear, high and long-lasting shine, and transfer resistance properties ina less tacky manner.

DESCRIPTION OF THE INVENTION

Other than in the operating examples, or where otherwise indicated, allnumbers expressing quantities of ingredients and/or reaction conditionsare to be understood as being modified in all instances by the term“about” which encompasses ±10%.

“Keratinous substrate” may be chosen from, for example, hair, eyelashes,lip, and eyebrows, as well as the stratum corneum of the skin and nails.

“Polymers” as defined herein, include homopolymers and copolymers formedfrom at least two different types of monomers.

As used herein, the expression “at least one” means one or more and thusincludes individual components as well as mixture/combinations.

The “wear” of compositions as used herein, refers to the extent by whichthe color of the composition remains the same or substantially the sameas at the time of application, as viewed by the naked eye, after acertain period or an extended period of time. Wear properties may beevaluated by any method known in the art for evaluating such properties.For example, wear may be evaluated by a test involving the applicationof a composition to human hair, skin or lips and evaluating the color ofthe composition after a specified period of time. For example, the colorof a composition may be evaluated immediately following application tohair, skin or lips and these characteristics may then be re-evaluatedand compared after a certain amount of time. Further, thesecharacteristics may be evaluated with respect to other compositions,such as commercially available compositions.

“Tackiness” as used herein refers to the adhesion between twosubstances. For example, the more tackiness there is between twosubstances, the more adhesion there is between the substances. Toquantify “tackiness,” it is useful to determine the “work of adhesion”as defined by IUPAC associated with the two substances. Generallyspeaking, the work of adhesion measures the amount of work necessary toseparate two substances. Thus, the greater the work of adhesionassociated with two substances, the greater the adhesion there isbetween the substances, meaning the greater the tackiness is between thetwo substances.

Work of adhesion and, thus, tackiness, can be quantified usingacceptable techniques and methods generally used to measure adhesion,and is typically reported in units of force time (for example, gramseconds (“g s”)). For example, the TA-XT2 from Stable Micro Systems,Ltd. can be used to determine adhesion following the procedures setforth in the TA-XT2 Application Study (ref:•MATI/PO.25), revised January2000, the entire contents of which are hereby incorporated by reference.According to this method, desirable values for work of adhesion forsubstantially non-tacky substances include less than about 0.5 g s, lessthan about 0.4 g s, less than about 0.3 g s and less than about 0.2 g s.As known in the art, other similar methods can be used on other similaranalytical devices to determine adhesion.

“Substituted” as used herein, means comprising at least one substituent.Non-limiting examples of substituents include atoms, such as oxygenatoms and nitrogen atoms, as well as functional groups, such as hydroxylgroups, ether groups, alkoxy groups, acyloxyalky groups, oxyalkylenegroups, polyoxyalkylene groups, carboxylic acid groups, amine groups,acylamino groups, amide groups, halogen containing groups, ester groups,thiol groups, sulphonate groups, thiosulphate groups, siloxane groups,and polysiloxane groups. The substituent(s) may be further substituted.

Supramolecular Polymer

The composition according to the invention comprises at least onesupramolecular polymer comprising a polyalkene-based supramolecularpolymer. In particular, the polyalkene-based supramolecular polymer isobtained by a reaction, especially the condensation, of at least onepolyalkene polymer functionalized with at least one reactive group, withat least one junction group functionalized with at least one reactivegroup capable of reacting with the reactive group(s) of thefunctionalized polyalkene polymer, said junction group being capable offorming at least three hydrogen bonds and preferably at least fourhydrogen bonds, preferentially four hydrogen bonds.

The terms “polyalkene” and “polyolefin” mean a polymer derived from thepolymerization of at least one monomer of alkene type, comprising anethylenic unsaturation, the said monomer possibly being pendent or inthe main chain of the said polymer. The terms “polyalkene” and“polyolefin” are thus directed towards polymers that may or may notcomprise a double bond. Preferably, the supramolecular polymers usedaccording to the invention are prepared from a polymer derived from thepolymerization of an alkene comprising at least two ethylenicunsaturations.

The supramolecular polymer according to the invention is capable offorming a supramolecular polymer chain or network, by (self)assembly ofsaid polymer according to the invention with at least one otheridentical or different polymer according to the invention, each assemblyinvolving at least one pair of paired junction groups, which may beidentical or different, borne by each of the polymers according to theinvention.

For the purposes of the invention, the term “junction group” means anygroup comprising groups that donate or accept hydrogen bonds, andcapable of forming at least three hydrogen bonds and preferably at leastfour hydrogen bonds, preferentially four hydrogen bonds, with anidentical or different partner junction group. These junction groups maybe lateral to the polymer backbone (side branching) and/or borne by theends of the polymer backbone, and/or in the chain forming the polymerbackbone. They may be distributed in a random or controlled manner.

Functionalized Polyalkene

The polyalkene polymers are functionalized with at least one reactivegroup and preferably with at least two reactive groups. Thefunctionalization preferably occurs at the chain ends. They are thenreferred to as telechelic polymers.

The functionalization groups, or reactive groups, may be attached to thepolyalkene polymer via linkers, preferably linear or branched C₁-C₄alkylene groups, or directly via a single bond.

Preferably, the functionalized polyalkene polymers have a number-averagemolecular mass (Mn) of between 1000 and 8000.

Even more preferably, they have a number-average molecular mass ofbetween 1000 and 5000, or even between 1500 and 4500.

Even more preferably, they have a number-average molecular mass ofbetween 2000 and 4000.

Preferably, the functionalized polyalkene polymer, capable of formingall or part of the polymer backbone of the supramolecular polymeraccording to the invention (preferably, it forms all of the backbone ofthe polymer), is of formula HO—P—OH in which:

P represents a homo- or copolymer that may be obtained by polymerizationof one or more linear, cyclic and/or branched, polyunsaturated(preferably diunsaturated) C₂-C₁₀ and preferably C₂-C₄ alkenes.

P preferably represents a homo- or copolymer that may be obtained bypolymerization of one or more linear or branched, C₂-C₄ diunsaturatedalkenes.

More preferably, P represents a polymer chosen from a polybutylene, apolybutadiene (such as a 1,4-polybutadiene or a 1,2-polybutadiene), apolyisoprene, a poly(1,3-pentadiene) and a polyisobutylene, andcopolymers thereof.

According to one preferred embodiment, P represents apoly(ethylene/butylene) copolymer.

The preferred poly(ethylene/butylenes) are copolymers of 1-butene and ofethylene. They may be represented schematically by the followingsequence of units: [—CH₂—CH₂—] and [—CH₂CH(CH₂—CH₃)—].

According to a second preferred embodiment, P is a polybutadienehomopolymer, preferably chosen from a 1,4-polybutadiene or a1,2-polybutadiene. The polybutadienes may be 1,4-polybutadienes or1,2-polybutadienes, which may be represented schematically,respectively, by the following sequences of units:

[—CH₂—CH═CH—CH₂—] (1,4-polybutadienes), [—CH₂—CH(CH═CH₂)—](1,2-polybutadienes).

Preferably, they are 1,2-polybutadienes. Preferably, P is a1,2-polybutadiene homopolymer. According to another embodiment, P is apolyisoprene. Polyisoprenes may be represented schematically by thefollowing sequences of units:

A mixture of above units may obviously also be used, so as to formcopolymers.

The functionalized polyalkene polymers may be totally hydrogenated toavoid the risks of crosslinking. Preferably, the functionalizedpolyalkene polymers used in the compositions according to the inventionare hydrogenated.

Preferably, the polyalkene polymers are hydrogenated and functionalizedwith at least two OH reactive groups, which are preferably at the endsof the polymers.

Preferably, they have functionality as hydroxyl end groups of from 1.8to 3 and preferably in the region of 2.

The polydienes containing hydroxyl end groups are especially defined,for example, in FR 2 782 723. They may be chosen from polybutadiene,polyisoprene and poly(1,3-pentadiene) homopolymers and copolymers.Mention will be made in particular of the hydroxylated polybutadienessold by the company Sartomer, for instance the Krasol® Resins and thePoly bd® Resins. Preferably, they are hydrogenated dihydroxylated1,2-polybutadiene homopolymers, such as Nisso-PB 1, GI3000, GI2000 andGI1000 sold by the company Nisso, which may be represented schematicallyby the following formula:

Preferably, n is between 14 and 105 and preferably between 20 and 85.

These polymers have the following number-average molecular masses:GI3000 of Mn=4700, GI2000 of Mn=3300 and GI1000 of Mn=1500. These valuesare measured by GPC according to the following protocol.

Protocol for Determining the Molecular Masses by GPC

Determination of the number-average molecular mass Mn, theweight-average molecular mass Mw and the polydispersity index Mw/ Mn inpolystyrene equivalents.

Preparation of the Standard Solutions

-   -   Prepared the polystyrene standards from Varian kits (ref.: PS-H        (PL2010-0200)    -   The calibration masses are the following:    -   PS 6035000-PS 3053000-PS 915000-PS 483000-PS 184900-PS 60450-PS        19720-PS 8450-PS 3370-PS 1260-PS 580    -   Inject 100 μl of each of the solutions into the calibration        column.

Preparation of the Sample:

-   -   Prepare a solution with a solids content of 0.5% in THF        (tetrahydrofuran).    -   Prepare the solution about 24 hours before injection. Filter the        solution through a Millex FH filter (0.45 μm).    -   Inject into the column.

Chromatographic Conditions:

-   Columns: PL Rapid M (batch 5M-Poly-008-15) from Polymer Labs PL-gel    HTS-D (batch 5M-MD-72-2) from Polymer Labs PL-gel HTS-F    (10M-2-169B-25) from Polymer Labs PL-Rapid-F (6M-0L1-011-6) from    Polymer Labs    -   Length: 150 mm—inside diameter: 7.5 mm-   Pump: isocratic M1515 Waters-   Eluent: THF    -   Flow rate: 1 ml/minute    -   Temperature: ambient-   Injection: 100 μl at 0.5% AM (active material) in the eluent-   Detection: RI 64 mV (Waters 2424 refractometer)    -   Temperature: 45° C.    -   UV at 254 nm at 0.1 OD (Waters 2487 UV detector)-   Integrator: Empower option GPC

Determination of the Molar Masses

The average molar masses are determined by plotting the calibrationcurve: Log molar mass=f (illusion volume at the top of the RI detectionpeak) and using the Empower option GPC software from Waters.

Among the polyolefins with hydroxyl end groups, mention may be madepreferentially of polyolefins, homopolymers or copolymers withα,ω-hydroxyl end groups, such as polyisobutylenes with α,ω-hydroxyl endgroups; and the copolymers of formula:

where (m+n) is from 1 to 100 and 0<n<(m+n), more preferably (m+n) isfrom 5 to 50 and 0<n<(m+n); most preferably (m+n) is from 9 to 35 and0<n<(m+n).

In a preferred embodiment, the copolymers of the above formula are thosesold by Mitsubishi under the brand name Polytail.

Junction Group

The supramolecular polymers according to the invention also have intheir structure at least one residue of a junction group capable offorming at least three hydrogen bonds and preferably at least fourhydrogen bonds, said junction group being initially functionalized withat least one reactive group.

Unless otherwise mentioned, the term “junction group” means in thepresent description the group without its reactive function.

The reactive groups are attached to the junction group via linkers L.

L is a single bond or a saturated or unsaturated C₁-C₂₀ divalentcarbon-based group chosen in particular from a linear or branched C₁-C₂₀alkylene; a C₅-C₂₀ (alkyl)cycloalkylene alkylene (preferablycyclohexylene methylene), a C₁₁-C₂₀ alkylene-biscycloalkylene(preferably alkylene-biscyclohexylene), a C₆-C₂₀ (alkyl)arylene, and analkylene-bisarylene (preferably an alkylene-biphenylene); the linker Lpossibly being substituted with at least one alkyl group and/or possiblycomprising 1 to 4 N and/or O heteroatoms, especially in the form of anNO₂ substituent.

Preferably, the linker is a group chosen from phenylene;1,4-nitrophenylene; 1,2-ethylene; 1,6-hexylene; 1,4-butylene;1,6-(2,4,4-trimethylhexylene); 1,4-(4-methylpentylene);1,5-(5-methylhexylene); 1,6-(6-methylheptylene);1,5-(2,2,5-trimethylhexylene); 1,7-(3,7-dimethyloctylene); -isophorone-;4,4′-methylene bis(cyclohexylene); tolylene; 2-methyl-1,3-phenylene;4-methyl-1,3-phenylene; and 4,4-biphenylenemethylene.

Preferably, the linker is chosen from the groups:

C₅-C₂₀ (alkyl)cycloalkylene alkylene, such as isophorone,

C₁₁-C₂₅ alkylene-biscycloalkylene, such as 4,4′-methylenebiscyclohexene,

C₁-C₂₀ alkylene such as —(CH₂)₂—; —(CH₂)₅—;—CH₂CH(CH₃)—CH₂—C(CH₃)₂—CH₂—CH₂—, and

C₆-C₂₀ (alkyl) phenylene, such as 2-methyl-1,3-phenylene.

Preferably, L is chosen from: -isophorone-; —(CH₂)₂—; —(CH₂)₆—;—CH₂CH(CH₃)—CH₂—C(CH₃)₂—CH₂—CH₂—; 4,4′-methylene biscyclohexylene; and2-methyl-1,3-phenylene.

According to one particularly preferred embodiment, the linker is analkylcycloalkylene alkylene.

Preferably, according to this embodiment, the linker is an isophoronegroup. The term “isophorone” means the following group:

where each * represents a reactive group.

The said reactive groups functionalizing the junction group must becapable of reacting with the —OH reactive group(s) borne by thefunctionalized polyalkene.

Reactive groups that may be mentioned include isocyanate (—N═C═O) andthioisocyanate (—N═C═S) groups. Preferably, it is a group —N═C═O(isocyanate).

The functionalized junction groups capable of forming at least three Hbonds may comprise at least three identical or different functionalgroups, and preferably at least four functional groups, chosen from:

These functional groups may be classified into two categories:

functional groups that donate H bonds:

functional groups that accept H bonds:

The junction groups capable of forming at least three hydrogen bondsform a basic structural element comprising at least three groups,preferably at least four groups and more preferentially four functionalgroups capable of establishing hydrogen bonds. Said basic structuralelements capable of establishing hydrogen bonds may be representedschematically in the following manner:

in which each of X₁ to X_(i) is an hydrogen-bond accepting functionalgroup (identical or different) and each of Y₁ to Y_(i) is anhydrogen-bond donating functional group (identical or different).

Thus, each structural element should be able to establish hydrogen bondswith one or more partner structural elements, which are identical (i.e.self-complementary) or different, such that each pairing of two partnerstructural elements takes place by formation of at least three hydrogenbonds, preferably at least four hydrogen bonds and more preferentiallyfour hydrogen bonds.

A proton acceptor X will pair with a proton donor Y. Severalpossibilities are thus offered, for example pairing of:

XXXX with YYYY;

XXXY with YYYX;

XXYX with YYXY;

XYYX with YXXY;

XXYY with YYXX self-complementary or otherwise;

XYXY with YXYX self-complementary or otherwise.

Preferably, the junction groups may establish four hydrogen bonds withan identical (or self-complementary) partner group among which are twodonor bonds (for example

and

two acceptor bonds

(for example

Preferably, the junction groups capable of forming at least fourhydrogen bonds are chosen from:

ureidopyrimidones of formula (capable of forming at least four hydrogenbonds):

it being understood that all the tautomeric forms are included.

In this formula, R₁, R₂ and R₃ have the following meanings:

R₁ (or R₁ and R₂) are single bonds constituting the point of attachmentof the junction group to the linker capable of forming at least three(preferably four) hydrogen bonds to the rest of the graft. Preferably,the said point of attachment is borne solely by R₁, which is a singlebond.

R₂ represents a single bond or a divalent group chosen from a C₁-C₆alkylene or a monovalent group chosen from a hydrogen atom, or a linearor branched, saturated C₁-C₁₀ monovalent hydrocarbon-based group, whichmay contain one or more heteroatoms such as O, S or N, these groupsbeing optionally substituted with a hydroxyl, amino and/or thio group.

Preferably, R₂ may be a single bond or a monovalent group chosen from H,CH₂OH, (CH₂)₂—OH and CH₃.

According to one particularly preferred embodiment, R₂ is H.

R₃ represents a monovalent or divalent group, in particular, R₃ ischosen from a hydrogen atom or a linear or branched C₁-C₁₀ saturatedmonovalent hydrocarbon-based group, which may contain one or moreheteroatoms such as O, S or N, these groups being optionally substitutedwith a hydroxyl, amino and/or thio function.

Preferably, R₃ may be a monovalent group chosen from H, CH₂OH, (CH₂)₂—OHand CH₃.

According to one particularly preferred embodiment, R₃ is a methylgroup.

According to one preferred embodiment, the junction groups are chosenfrom 2-ureidopyrimidone and 6-methyl-2-ureidopyrimidone. Preferably, thepreferred junction group is 6-methyl-2-ureidopyrimidone.

The junction groups, and especially the ureidopyrimidone junctiongroups, may be added directly or may be formed in situ during theprocess for preparing the supramolecular polymer. The first and secondpreparation methods described below illustrate these two alternatives,respectively.

In particular, the functionalized junction groups capable of reactingwith the functionalized polyalkene polymer to give the supramolecularpolymer according to the invention are preferably of formula:

in which L is as defined above.

Preferably, L is chosen from the groups:

C₅-C₂₀ (alkyl)cycloalkylene alkylene, such as isophorone,

C₁₁-C₂₅ alkylene-biscycloalkylene, such as 4,4′-methylenebiscyclohexene,

C₁-C₂₀ alkylene such as —(CH₂)₂—; —(CH₂)₆—;

—CH₂CH(CH₃)—CH₂—C(CH₃)₂—CH₂—CH₂—, and C₆-C₂₀ (alkyl) phenylene, such as2-methyl-1,3-phenylene.

Preferably, L is chosen from: -isophorone-; —(CH₂)₆—; and 4,4′-methylenebiscyclohexylene.

According to one particularly preferred embodiment, the junction groupis of formula

in which L is isophorone.

In one particularly preferred embodiment, the supramolecular polymer ofthe invention corresponds to the formula:

in which:

L′ and L″ have, independently of each other, the following meaning: asingle bond or a saturated or unsaturated C₁₋₂₀ divalent carbon-basedgroup chosen in particular from a linear or branched C₁-C₂₀ alkylene; aC₅-C₂₀ (alkyl)cycloalkylene alkylene (preferably cyclohexylenemethylene); a C₁₁-C₂₀ alkylene-biscycloalkylene (preferablyalkylene-biscyclohexylene); a C₆-C₂₀ (alkyl)arylene; and analkylene-bisarylene (preferably an alkylene-biphenylene); wherein one orboth of L′ and L″ are possibly substituted with at least one alkyl groupand/or possibly comprising 1 to 4 N and/or O heteroatoms, especially inthe form of an NO₂ substituent;

X and X′═O; and P has the meaning given above for the functionalizedpolyalkene polymer.

Preferably, L′ and L″ each independently represent a saturated orunsaturated divalent C₁-C₂₀ carbon-based group chosen in particular froma linear or branched C₁-C₂₀ alkylene; a C₅-C₂₀ (alkyl)cycloalkylene; analkylene-biscycloalkylene; and a C₆-C₂₀ (alkyl)arylene. Preferably, L′and L″ each independently represent a group chosen from: -isophorone-;—(CH₂)₂—; —(CH₂)₆—; —CH₂CH(CH₃)—CH₂—C(CH₃)₂—CH₂—CH₂—; 4,4′-methylenebiscyclohexylene; and 2-methyl-1,3-phenylene.

Preferably, L′ and L″ are identical.

Preferably, L′ and L″ are each an isophorone group.

Preferably, P is hydrogenated and represents a polyethylene, apolybutylene, a polybutadiene, a polyisoprene, a poly(1,3-pentadiene), apolyisobutylene, or a copolymer thereof, especially apoly(ethylene/butylene).

Preferably, P is a hydrogenated polybutadiene, preferably a hydrogenated1,2-polybutadiene.

In one particularly preferred embodiment, the supramolecular polymer ofthe invention corresponds to the formula (I) below:

wherein n can be an integer from 20 to 70; most preferably an integerfrom 30 to 40.

Preparation Process

The polymer according to the invention may be prepared via the processesusually used by a person skilled in the art, especially for forming aurethane bond between the free OH functions of a polyalkene, and theisocyanate functions borne by the junction group.

By way of non-limiting illustration, a first general preparation processconsists in:

optionally ensuring that the polymer to be functionalized does notcomprise any residual water;

heating the said polymer comprising at least two reactive OH functionsto a temperature that may be between 60° C. and 140° C.; the hydroxylnumber of the polymer possibly serving as a reference in order tomeasure the degree of progress of the reaction;

adding, preferably directly, the ureidopyrimidone junction group bearingthe reactive functions, especially isocyanate such as those described inpatent WO 2005/042 641; especially such as the junction groups havingthe CAS numbers 32093-85-9 and 709028-42-2;

optionally stirring the mixture, under a controlled atmosphere, at atemperature of about 90-130° C.; for 1 to 24 hours;

optionally monitoring by infrared spectroscopy the disappearance of thecharacteristic isocyanate band (between 2500 and 2800 cm⁻¹) so as tostop the reaction on total disappearance of the peak, and then allowingthe final product to cool to room temperature.

The reaction may also be monitored by assaying the hydroxyl functions;it is also possible to add ethanol in order to ensure the totaldisappearance of the residual isocyanate functions.

The reaction may be performed in the presence of a solvent, especiallymethyltetrahydrofuran, tetrahydrofuran, toluene, propylene carbonate orbutyl acetate. It is also possible to add a conventional catalyst forforming a urethane bond. An example that may be mentioned is dibutyltindilaurate. The polymer may finally be washed and dried, or evenpurified, according to the general knowledge of a person skilled in theart.

According to the second preferred mode of preparation, the reaction maycomprise the following steps:

Step (i)

Functionalization of the polymer, which has preferably been driedbeforehand, with a diisocyanate according to the reaction scheme:

The diisocyanate may optionally be in excess relative to the polymer.This first step may be performed in the presence of solvent, at atemperature of between 20° C. and 100° C. This first step may befollowed by a period of stirring under a controlled atmosphere for 1 to24 hours. The mixture may optionally be heated. The degree of progressof this first step may be monitored by assaying the hydroxyl functions.

Step (ii)

Reaction of the prepolymer obtained above with 6-methylisocytosine offormula:

This second step may optionally be performed in the presence of acosolvent such as toluene, butyl acetate or propylene carbonate. Thereaction mixture may be heated to between 80° C. and 140° C. for a timeranging between 1 and 24 hours. The presence of a catalyst, especiallydibutyltin dilaurate, may promote the production of the desired finalproduct.

The reaction may be monitored by infrared spectroscopy, by monitoringthe disappearance of the characteristic peak of isocyanate between 2200and 2300 cm⁻¹. At the end of the reaction, ethanol may be added to thereaction medium in order to neutralize any residual isocyanatefunctions. The reaction mixture may be optionally filtered. The polymermay also be stripped directly in a cosmetic solvent.

According to one particular mode, the said supramolecular polymer isdissolved in a hydrocarbon-based oil, which is preferably volatile, inparticular isododecane.

Thus, the composition of the invention will comprise at least onehydrocarbon-based oil, which is preferably volatile, in particular atleast isododecane, especially provided by the supramolecular polymersolution.

In particular, the supramolecular polymer(s) may be present in acomposition according to the invention in an amount ranging from about1% to about 60% by weight, preferably from about 3% to about 45% byweight, more preferably from about 5% to about 20% by weight, based onthe total weight of the composition.

In another particular embodiment of the invention, a makeup compositionis in the form of a lipstick and the supramolecular polymer(s) may bepresent therein in a content ranging from about 1% to about 40% byweight, preferably from about 3% to about 30% by weight, more preferablyfrom about 5% to about 15% by weight, based on the total weight of thecomposition.

Hyperbranched Polymers

Hyperbranched polymers are molecular constructions having a branchedstructure, generally around a core. Their structure generally lackssymmetry, the base units or monomers used to construct the hyperbranchedpolymer can be of diverse nature and their distribution is non-uniform.The branches of the polymer can be of different natures and lengths. Thenumber of base units, or monomers, may be different depending on thedifferent branching. While at the same time being asymmetrical,hyperbranched polymers can have: an extremely branched structure arounda core; successive generations or layers of branching; a layer of endchains.

Hyperbranched polymers are polymers that are highly branched and containlarge number of end groups. Hyperbranched polymer usually contains acentral core and the growth of the polymer emanates from this centralcore. The growth of the polymer is made possible by repeating units ofsingle monomers or linear chains added onto the central core. The endunit of the single monomer or linear chain can be functionalized whichcan become junction points (i.e., linkage points) for further growth ofthe polymer. The final form of the hyperbranched polymer exhibits atree-like structure without any symmetry or regularity.

The synthesis of hyperbranched polymer can be produced by single monomermethodology (SMM) or double monomer methodology (DMM) (Gao and Yan,2004). For SMM, polymerization involves an AB_(x), AB* or a latentAB_(x) monomer through generally four different types of reactionmechanism: polycondensation of AB_(x) monomers, self-condensing vinylpolymerization (SCVP) self-condensation ring opening polymerization(SCROP) and proton transfer polymerization (PTP). For DMM, a directpolymerization is possible with two types of monomers or monomer pairs,the most notable being the polymerization of “A₂+B_(n), n≧2”, and thecouple-monomer methodology (CMM) has also been used.

There are several ways to characterize the topology of a hyperbranchedpolymer, such as, by its degree of branching and the Wiener index. Thedegree of branching is defined as B=2D/(2D+L) where D is the number offully branched units and L is the number of partially reacted units(Holter et al., 1997). For a completely linear polymer, B=0 and for afully branched hyperbranched polymer B=1. The Wiener index states thesum of paths or branches between all pairs of non-hydrogen atoms in amolecule (Wiener, 1947). It is defined as

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where N is the degree of polymerization and d_(ij) is the number ofbonds separating site i and j of the molecule. For two polymers withequal number of molecular weight, the linear polymer will have a smallerWiener number than the hyperbranched polymer.

An end group can be reacted with the hyperbranched polymer to obtain aparticular functionality on the ends of chains.

Hyperbranched Functional Polymers

“Hyperbranched functional polymers” refers to polymers comprising atleast two, for example three, polymeric branches, forming either themain branch or a secondary branch, and each comprising at least one atleast trifunctional branch point, which may be identical or different,and which is able to form at least two at least trifunctional branchpoints, different from and independent of one another. Each branch pointmay be, for example, arranged in the interior of at least one chain. Thebranches may be, for example, connected to one another by apolyfunctional compound.

As used herein, “trifunctional branch point” means the junction point(i.e., linkage point) between three polymer branches, of which at leasttwo branches may be different in chemical constitution and/or structure.For example, certain branches may be hydrophilic, i.e. may predominantlycontain hydrophilic monomers, and other branches may be hydrophobic,i.e., may predominantly contain hydrophobic monomers. Further branchesmay additionally form a random polymer or a block polymer.

As used herein, “at least trifunctional branch” means the junctionpoints (i.e., linkage points) between at least three polymeric branches,for example n polymeric branches (wherein n=3 or more), of which n−1branches at least are different in chemical constitution and/orstructure.

As used herein, “chain interior” means the atoms situated within thepolymeric chain, to the exclusion of the atoms forming the two ends ofthis chain.

As used herein, “main branch” means the branch or polymeric sequencecomprising the greatest percentage by weight of monomer(s).

Branches which are not main branches are called “secondary branches”.

Suitable hyperbranched functional polymers include, but are not limitedto, hyperbranched polyols and hyperbranched polyacids.

The at least one hyperbranched functional polymer may be present in thecomposition of the present invention in an amount ranging from about 0.1to about 30% by weight, more preferably from about 1 to about 20% byweight, most preferably from about 2 to about 10% by weight, relative tothe total weight of the composition.

Hyperbranched Polyol Compound

According to the present invention, compositions comprising at least onehyperbranched polyol compound are provided.

The at least one hyperbranched polyol compound of the present inventionhas at least two hydroxyl groups. Preferably, the hyperbranched polyolhas a hydroxyl number of at least 15, more preferably of at least 50,more preferably of at least 100, and more preferably of at least about150. “Hydroxyl number” or “hydroxyl value” which is sometimes alsoreferred to as “acetyl value” is a number which indicates the extent towhich a substance may be acetylated; it is the number of milligrams ofpotassium hydroxide required for neutralization of the acetic acidliberated on saponifying 1 g of acetylated sample.

According to preferred embodiments, the at least one hyperbranchedpolyol has a hydroxyl number between 50 and 250, preferably between 75and 225, preferably between 100 and 200, preferably between 125 and 175,including all ranges and subranges therebetween such as 90 to 150.

In accordance with the present invention, “hyperbranched polyol” refersto dendrimers, hyperbranched macromolecules and other dendron-basedarchitectures.

Hyperbranched polyols can generally be described as three-dimensionalhighly branched molecules having a tree-like structure. They arecharacterized by a great number of end groups, at least two of which arehydroxyl groups. The dendritic or “tree-like” structure preferably showsirregular non-symmetric branching from a central multifunctional coremolecule leading to a compact globular or quasi-globular structure witha large number of end groups per molecule. Suitable examples ofhyperbranched polyols can be found in U.S. Pat. No. 7,423,104, and U.S.patent applications 2008/0207871 and 2008/0286152, the entire contentsof all of which are hereby incorporated by reference.

Other suitable examples include alcohol functional olefinic polymerssuch as those available from New Phase Technologies. For example,olefinic polymers can include a functionalized polyalphaolefincomprising the reaction product of admixing an alpha-olefin monomerhaving at least 10 carbon atoms and an unsaturated functionalizingcompound. Non-functionalized olefins that may be used in accordance withthe present invention include, but are not limited to, 1-decene,1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, 1-eicosene, aswell as such commercial mixtures sold as alpha-olefins including thosehaving mainly, C10-C13, C20-C24 chain lengths, C24-C28 chain lengths andC30 and higher chain lengths.

Unsaturated functionalizing compounds useful with the present inventionare chosen from alcohols, including olefinic alcohols such as allylalcohol, 9-decen-1-ol, 10-undecylenyl alcohol, oleyl alcohol, and erucylalcohol. The molar ratio of alpha-olefin monomer to unsaturatedfunctionalizing compound can range from about 20:1 to 1:20 such as fromabout 10:1 to 1:10 or such as from about 8:1 to 1:2.

After the polymerization, the alcohol functional olefinic polymerspreferably have molecular weights, determined using gel permeationchromatography procedure and a polystyrene standard, of from about 200daltons to about 150,000 daltons, such as from about 400 daltons toabout 80,000 daltons or such as from about 600 daltons to about 6,000daltons.

According to certain embodiments, the alcohol functional olefinicpolymer has a dynamic viscosity ranging from 0.1 Pa·s to 100 Pa·s, suchas from 0.1 Pa·s to 50 Pa·s, or such as from 0.1 Pa·s to 10 Pa·s at roomtemperature.

According to particularly preferred embodiments of the presentinvention, the at least one hyperbranched polyol compound comprises ahydrophobic chain interior. Preferably, the chain interior comprises oneor more hydrocarbon groups, one or more silicon-based groups, ormixtures thereof. Particularly preferred chain interiors compriseolefinic polymers or copolymers and/or silicone polymers or copolymers.

Suitable olefinic monomers include, but are not limited to, compoundshaving from about 2 to about 30 carbon atoms per molecule and having atleast one olefinic double bond which are, for example, acyclic, cyclic,polycyclic, linear, branched, substituted, unsubstituted, functionalizedor non-functionalized. For example, suitable monomers include ethylene,propylene, 1-butene, 2-butene, 3-methyl-1-butene, and isobutylene.

Suitable silicone groups for inclusion into the interior chain include,but are not limited to, M, D, T, and/or Q groups in accordance withcommonly used silicon-related terminology (M=monovalent; D=divalent;T=trivalent; and Q=quadvalent). Particularly preferred monomers are “D”groups such as dimethicone or substituted dimethicone groups. Suchgroups can help form, for example, suitable dimethicone copolyols inaccordance with the present invention.

A preferred structure of the at least one hyperbranched polyol of thepresent invention is as follows:

Where X corresponds to hydroxyl functionality and R corresponds to amethyl group or an alkyl group preferably containing 2-30 atoms.

According to preferred embodiments, the at least one hyperbranchedpolyol compound has a molecular weight (Mw) between about 1,000 andabout 25,000, preferably between about 2,000 and about 22,000,preferably between about 3,000 and about 20,000, including all rangesand subranges therebetween such as about 4000 to about 5500.

According to preferred embodiments, the at least one hyperbranchedpolyol compound has a viscosity at 90° F. of between 0.01 Pa·s and 10Pa·s, such as between 0.02 and 7 Pa·s, and such as between 0.03 and 6Pa·s, including all ranges and subranges therebetween. The viscosity isdetermined using Brookfield viscometer at 90° F. by ASTMD-3236MODmethod.

A particularly preferred at least one hyperbranched polyol compound foruse in the present invention is C20-C24 olefin/oleyl alcohol copolymer,commercially available from New Phase Technologies under the trade namePerforma V™-6175.

The at least one hyperbranched polyol compound may be present in thecomposition of the present invention in an amount ranging from about 1to about 30% by weight, more preferably from about 5 to about 25% byweight, most preferably from about 10 to about 20% by weight, relativeto the total weight of the composition.

Hyperbranched Polyacid

According to the present invention, compositions comprising at least onehyperbranched polyacid compound are provided. The aforementioned“hyperbranched polyol” refers to the hyperbranched functional polymerwherein the functional groups are substituted with hydroxyl groups.Similar definition applies to the term “hyperbranched polyacid” whereinthe functional groups of the hyperbranched functional polymer aresubstituted with carboxylic acid groups.

The at least one hyperbranched polyacid compound of the presentinvention has at least two carboxyl groups. Preferably, thehyperbranched polyacid has a carboxyl number of at least 3, morepreferably of at least 10, more preferably of at least 50, and morepreferably of at least about 150.

According to preferred embodiments, the at least one hyperbranchedpolyacid has a carboxyl number between 50 and 250, preferably between 75and 225, preferably between 100 and 200, preferably between 125 and 175,including all ranges and subranges there between such as 90 to 150.

Suitable examples of hyperbranched polyacids can be found in U.S. Pat.No. 7,582,719, and EP1367080, the entire contents of all of which arehereby incorporated by reference.

Unsaturated functionalizing compounds useful with the present inventioninclude, but are not limited to, carboxylic acids, carboxylic acidesters, amides, ethers, amines, phosphate esters, silanes and alcohols.Examples of such carboxylic acids include, but are not limited to,5-hexenoic acid, 6-heptenoic acid, 10-undecylenic acid, 9-decenoic acid,oleic acid, and erucic acid. Also useful are esters of these acids withlinear or branched-chain alcohols having from about 1 to about 10 carbonatoms, as well as triglycerides containing olefinic unsaturation in thefatty acid portion such as tall oil, fish oils, soybean oil, linseedoil, cottonseed oil and partially hydrogenated products of such oils.Other useful materials include olefinic alcohols such as allyl alcohol,9-decen-1-ol, 10-undecylenyl alcohol, oleyl alcohol, erucyl alcohol,acetic acid or formic acid esters of these alcohols, C1-C4 alkyl etherderivatives of these alcohols and formamides or acetamides ofunsaturated amines such as oleylamine, erucylamine, 10-undecylenylamineand allylamine.

A particularly preferred acid functional olefinic polymer is C30+olefin/undecylenic acid copolymer available from New Phase Technologiesunder trade name Performa 6112.

According to preferred embodiments, the at least one hyperbranched acidcompound has a molecular weight (Mw) between about 500 and about 25,000,preferably between about 800 and about 10000, preferably between about1000 and about 8000, including all ranges and subranges there betweensuch as about 1000 to about 6000.

According to preferred embodiments, the at least one hyperbranchedpolyacid compound has a viscosity at 210° F. of between 0.01 Pa·s and 10Pa·s, such as between 0.02 and 7 Pa·s, and such as between 0.03 and 6Pa·s, including all ranges and subranges there between. The viscosity isdetermined using Brookfield viscometer at 210° F. by ASTMD-3236MODmethod.

According to preferred embodiments, the at least one hyperbranched acidcompound has an acid number between about 20 and about 400 mg/KOH, morepreferably between about 30 and about 300 mg/KOH, and even morepreferably between about 50 and about 100 mg/KOH.

The at least one hyperbranched polyacid compound is present in thecomposition of the present invention in an amount ranging from about 0.1to about 20% by weight, more preferably from about 0.2 to about 10% byweight, most preferably from about 0.5 to about 5% by weight, relativeto the total weight of the composition.

Light Silicone Fluid (LSF)

Light silicone fluid (LSF) means a light silicone oil which has aviscosity of less than about 200 cSt, and a volatility such that notmore than 35% of the light silicone oil evaporates after standing at150° C. at normal pressure for 24 hours. Such light silicone oils arebelieved to enhance the fresh and light feel when the composition isapplied to the skin.

Light silicone oils useful herein include, but are not limited to,polyalkyl or polyaryl siloxanes with the following structure

wherein R is alkyl or aryl, p is an integer and Z represents groupswhich block the ends of the silicone chains. The alkyl or aryl groupssubstituted on the siloxane chain (R) or at the ends of the siloxanechains (Z) can have any structure as long as the resulting siliconeremains fluid at room temperature, is dispersible, is neitherirritating, toxic nor otherwise harmful when applied to the skin, iscompatible with the other components of the composition, and ischemically stable under normal use and storage conditions. Suitable Zgroups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy.The two R groups on the silicon atom may represent the same group ordifferent groups. Preferably, the two R groups represent the same group.Suitable R groups include methyl, ethyl, propyl, phenyl, methylphenyland phenylmethyl. The preferred silicone compounds arepolydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane.Polydimethylsiloxane, which is also known as dimethicone, is especiallypreferred. The polyalkylsiloxanes that can be used include, for example,polydimethylsiloxanes. Polyalkylaryl siloxane fluids can also be usedand include, for example, polymethylphenylsiloxanes.

According to one preferred embodiment of the invention, the lightsilicone fluid (LSF) contains silicone oils with a viscosity of lessthan 200 cSt at 25° C., referred to as a “light silicone oils” having astructure as shown below in Formulae A to C.

The silicone oils corresponding to formula (A) below

in which:

-   -   R₁ to R₁₀, independently of each other, are saturated or        unsaturated, linear, cyclic or branched C₁-C₃₀ hydrocarbon-based        radicals,    -   m, n, p and q are, independently of each other, integers between        0 and 900, with the proviso that the sum m+n+q is other than 0.

Preferably, the sum m+n+q is between 1 and 100. Preferably, the summ+n+p+q is between 1 and 900 and better still between 1 and 800.Preferably, q is equal to 0.

The silicone oils corresponding to formula (B) below:

in which:

-   -   R₁ to R₆, independently of each other, are saturated or        unsaturated, linear, cyclic or branched C₁-C₃₀ hydrocarbon-based        radicals,    -   m, n and p are, independently of each other, integers between 0        and 100, with the proviso that the sum n+m is between 1 and 100.

Preferably, R₁ to R₆, independently of each other, represent asaturated, linear or branched C₁-C₃₀ and especially C₁-C₁₂hydrocarbon-based radical and in particular a methyl, ethyl, propyl orbutyl radical.

R₁ to R₆ may especially be identical, and in addition may be a methylradical.

Preferably, m=1 or 2 or 3, and/or n=0 and/or p=0 or 1 may apply, informula (B).

The silicone oils corresponding to formula (C) below:

in which:

-   -   R is a C₁-C₃₀ alkyl radical, an aryl radical or an aralkyl        radical,    -   n is an integer ranging from 0 to 100, and    -   m is an integer ranging from 0 to 100, with the proviso that the        sum n+m ranges from 1 to 100.

In particular, the radicals R of formula (C) may each represent a linearor branched, saturated or unsaturated alkyl radical, especially ofC₂-C₂₀, in particular C₃-C₁₆ and more particularly C₄-C₁₀, or amonocyclic or polycyclic C₆-C₁₄ and especially C₁₀-C₁₃ aryl radical, oran aralkyl radical whose aryl and alkyl residues are selected from thearyl and alkyl radicals described in this paragraph.

Preferably, the radicals R of formula (C) may each independentlyrepresent a methyl, ethyl, propyl, isopropyl, decyl, dodecyl oroctadecyl radical, or alternatively a phenyl, tolyl, benzyl or phenethylradical.

According to one embodiment, a silicone oil of formula (C) with aviscosity at 25° C. of between 5 and 200 mm²/s (i.e. 5 to 200 cSt), maybe used.

Commercially available light silicone oils include, but are not limitedto, methylphenyl polysiloxane having a viscosity of about 16 cSt withtrade name KF 56 available from Shin-Etsu Chemical Co., Ltd., SF 1075methyl phenyl fluid available from the General Electric Company,VISCASIL and SF96 series available from the General Electric Company,and KF96 available from Shin-Etsu Chemical Co.

Preferably, the light silicone oil is a light phenyl silicone oil.

Commercially available light phenyl silicone oils include, but are notlimited to, DC556 (22.5 cSt) or SF558 (10-20 cSt) from Dow Corning, AbilAV8853 (4-6 cSt) from Goldschmidt, Silbione 70 633 V 30 (28 cSt) fromRhone-Poulenc, 15 M 40 (50 to 100 cSt), or 15 M 50 (20 to 25 cSt) fromPCR, SF 1550 (25 cSt) or PK 20 (20 cSt) from Bayer, DC555 (175 cst),Belsil PDM 200 (200 cSt) from Wacker and KF 53 (175 cSt) and KF 56 (14cSt) from Shin-Etsu.

The light silicone fluid may in particular be present in the compositionaccording to the invention in an amount of greater than 1 and up to 50%by weight, preferably ranging from 5 to 35% by weight and preferentiallyranging from 8 to 20% by weight, relative to the total weight of thecomposition.

Copolymer Based on a Silicone Resin Segment and a Fluid Silicone Segment

The silicone copolymer defined according to the invention is derivedfrom the reaction between a silicone resin and a fluid silicone. Thesecopolymers are described in patent applications WO 03/026 596, WO2004/073 626, WO 2007/051 505 and WO 2007/051 506 for various cosmeticapplications on hair and nails and for pharmaceutical applications onthe skin.

Such copolymers are also described, for example, in “Silicone PressureSensitive Adhesive”, Sobieski and Tangney, Handbook of PressureSensitive Adhesive Technology (D. Satas Ed.), Von Nostrand Reinhold,N.Y.

Silicone Resin Segment

According to one of the embodiments of the invention, the silicone resinsegment of the copolymer is a MQ type silicone resin. Examples of suchMQ type silicone resins, include, but are not limited to: (i) the alkylsiloxysilicates of formula [(R1)₃SiO_(1/2)]_(x)(SiO_(4/2))_(y) (MQunits) in which x and y are integers ranging from 50 to 80, and thegroup R1 represents a hydrocarbon-based radical containing from 1 to 10carbon atoms, a phenyl group, a phenylalkyl group or a hydroxyl group,and preferably is an alkyl group containing from 1 to 8 carbon atoms,preferably a methyl group, and R1 is preferably an alkyl groupcontaining from 1 to 8 carbon atoms, preferably a methyl group; and (ii)phenylalkyl siloxysilicate resins, such as phenylpropyldimethylsiloxysilicate.

Examples of such MQ type silicone resins also include, but are notlimited to, trimethyl siloxysilicate type, such as those sold under thereference SR1000 by the company General Electric, under the referenceTMS 803 by the company Wacker, or under the name KF-7312J by the companyShin-Etsu or DC 749 or DC 593 by the company Dow Corning.

Examples of such MQ type silicone resins further include, but are notlimited to, MQ siloxysilicate units, such as phenylalkylsiloxysilicateresins like phenylpropyldimethylsiloxysilicate (Silshine 151 sold by thecompany General Electric).

Fluid Silicone Segment

According to one embodiment of the invention, the fluid silicone segmentof the copolymer according to the invention bears an OH end functiongroup.

Preferably, the fluid silicone segment is a diorganopolysiloxane bearingOH end functions, having a viscosity of between 100 and 100,000 cSt at25° C. (determined with Brookfield viscometer using ASTMD-445 method),for which the substituent(s) of the diorganopolysiloxane areindependently chosen from methyl, ethyl, propyl and vinyl radicals. Thediorganopolysiloxanes are preferably linear polymers. Examples ofdiorganopolysiloxanes may be, in a non-limiting manner, apolydimethylsiloxane, an ethylmethyl polysiloxane, a copolymer ofdimethylsiloxane and of methylvinylsiloxane, and mixtures of suchpolymers or copolymers containing OH end groups. The preferreddiorganopolysiloxane is a polydimethylsiloxane.

For example, the copolymers according to the present invention may beprepared by heating the following mixture:

-   -   from 45% to 75% by mass of silicone resin, being the product of        condensation of SiO₂ and R₂(SiO)_(1/2) units for which each        group R is independently selected from methyl, ethyl, propyl and        vinyl radicals and for which the ratio between the SiO₂        functions and the R₃(SiO)_(1/2) functions of the silicone resin        ranges from 0.6 to 0.9;    -   from 25% to 55% by mass of fluid diorganopolysiloxane containing        OH end functions, with a viscosity of between 100 and 100,000        cSt at 25° C. (determined with Brookfield viscometer using        ASTMD-445 method), for which the substituents of the        diorganopolysiloxane are independently chosen from methyl,        ethyl, propyl and vinyl radicals;    -   from 0.001% to 5% of a suitable catalyst, which is preferably an        organic aliphatic amine compound preferably chosen from primary        amines, secondary amines, tertiary amines, carboxylic acid salts        of the amines mentioned above and quaternary ammonium salts.

The mixture is heated to a temperature of between 80° C. and 160° C.until the adhesive nature of the resulting silicone copolymer isobtained.

In the copolymer, the silicone resin is present in a content of between45% and 75% (relative to the total mass of silicone) and the fluidsilicone is present in a content of between 25% and 55%, the sum of thepercentages of silicone resin and of fluid silicone being equal to 100.Preferably, the silicone resin is present in a content of between 55%and 65% (relative to the total mass of silicone) and the fluid siliconeis present in a content of between 35% and 45%, the sum of thepercentages of silicone resin and of fluid silicone being equal to 100.

The copolymers that are preferred according to the invention are sold byDow Corning under the reference Bio-PSA®, these Bio-PSA® copolymerspossibly being in two forms, standard or amine-compatible, and beingprovided in different solvents with several silicone resin/fluidsilicone ratios. Mention may be made especially of the grades 7-4400,7-4405, 7-4500 and 7-4600.

The Bio-PSA® that is particularly preferred according to the inventionis the grade 7-4405.

The copolymer may in particular be present in the composition accordingto the invention in content of greater than 0.5% and up to 30% byweight, preferably ranging from 1% to 20% by'weight and preferentiallyranging from 3% to 10% by weight, relative to the total weight of thecomposition.

Functional Filler

A composition according to the invention may further comprise afunctional filler material. A “functional filler” means a broad range ofmaterials which are mostly used as additives in compositions to enhancespecific properties. For example, use of the functional filler canimprove one or more of the following properties of the composition:mechanical, thermal, barrier, scratch resistance, UV absorption andsolvent permeability. In addition, or alternatively, the use of thefunctional filler can simply reduce the cost of the composition.Functional fillers are also classified by the chemical families,physical structures (which could be irregular, acicular, fibrous, orplate-like in shape, form or size), and inherent properties of thecompounds. They are generally rigid materials that are immiscible in thebulk in molten and solid states and will exhibit distinct dispersedmorphologies. The most commonly used functional fillers in the industryinclude but are not limited to: talc, calcium carbonate, mica, kaolin,nylon fibers, cellulose fibers, fumed silica, clay and amino acid basedpowder (e.g., lauroyl lysine).

For example, SILICA DIMETHYL SILYLATE by Evonik Degussa, SILICA by AGCSI Tech, MICA by BASF, DISTEARDIMONIUM HECTORITE (and) PROPYLENECARBONATE by Elemantis, and Amihope LL by Ajinomoto, are consideredfunctional fillers in the compositions of the present invention toenhance the modulus of the bulk and improve the application texture andfeel of the film on the lip surface.

The functional filler in particular can be present in the compositionaccording to the invention in content of greater than 0.1% and up to 15%by weight, preferably ranging from 0.2% to 10% by weight andpreferentially ranging from 0.5% to 5% by weight, relative to the totalweight of the composition.

Fatty Phase

A composition according to the invention further comprises a fattyphase. This fatty phase may comprise oils, waxes and/or pasty compoundsand/or silicone compounds as defined below.

The fatty phase ranges from 1% to 97% by weight, especially 5% to 95% byweight or even 10% to 90% by weight, relative to the total weight of thecomposition.

Thus, a composition according to the invention may advantageouslycomprise one or more oils, which may be chosen especially fromhydrocarbon-based oils and fluoro oils, and mixtures thereof. The oilsmay be of animal, plant, mineral or synthetic origin.

The term “oil” means a water-immiscible non-aqueous compound that isliquid at room temperature (25° C.) and at atmospheric pressure (760mmHg).

The oils may be volatile or non-volatile.

For the purposes of the invention, the term “volatile oil” means any oilthat is capable of evaporating on contact with keratin materials in lessthan one hour, at room temperature and atmospheric pressure. Volatileoils preferably have a non-zero vapour pressure, at room temperature andatmospheric pressure, ranging from 0.13 Pa to 40,000 Pa, in particularfrom 1.3 Pa to 13,000 Pa and more particularly from 1.3 Pa to 1,300 Pa.

The term “fluoro oil” means an oil comprising at least one fluorineatom.

The term “hydrocarbon-based oil” means an oil mainly containing hydrogenand carbon atoms.

The oils may optionally comprise oxygen, nitrogen, sulfur and/orphosphorus atoms, for example in the form of hydroxyl or acid radicals.

The volatile oils may be chosen from hydrocarbon-based oils containingfrom 8 to 16 carbon atoms, and especially C₈-C₁₆ branched alkanes (alsoknown as isoparaffins), for instance isododecane, isodecane andisohexadecane.

The volatile hydrocarbon-based oil may also be a linear volatile alkanecontaining 7 to 17 carbon atoms, in particular 9 to 15 carbon atoms andmore particularly 11 to 13 carbon atoms. Mention may be made especiallyof n-nonadecane, n-decane, n-undecane, n-dodecane, n-tridecane,n-tetradecane, n-pentadecane and n-hexadecane, and mixtures thereof.

Non-volatile oils that may especially be mentioned include:

-   -   hydrocarbon-based oils of animal origin,    -   hydrocarbon-based oils of plant origin, such as phytostearyl        esters, such as phytostearyl oleate, phytostearyl isostearate        and lauroyl/octyldodecyl/phytostearyl glutamate; triglycerides        formed from fatty acid esters of glycerol, in particular whose        fatty acids may have chain lengths ranging from C₄ to C₃₆ and        especially from C₁₈ to C₃₆, these oils possibly being linear or        branched, and saturated or unsaturated; these oils may        especially be heptanoic or octanoic triglycerides, shea oil,        alfalfa oil, poppy oil, pumpkin oil, millet oil, barley oil,        quinoa oil, rye oil, candlenut oil, passionflower oil, shea        butter oil, aloe oil, sweet almond oil, peach stone oil,        groundnut oil, argan oil, avocado oil, baobab oil, borage oil,        broccoli oil, calendula oil, camellina oil, carrot oil,        safflower oil, hemp oil, rapeseed oil, cottonseed oil, coconut        oil, marrow seed oil, wheatgerm oil, jojoba oil, lily oil,        macadamia oil, corn oil, meadowfoam oil, St-John's wort oil,        monoi oil, hazelnut oil, apricot kernel oil, walnut oil, olive        oil, evening primrose oil, palm oil, blackcurrant pip oil, kiwi        seed oil, grape seed oil, pistachio oil, pumpkin oil, quinoa        oil, musk rose oil, sesame oil, soybean oil, sunflower oil,        castor oil and watermelon oil, and mixtures thereof, or        alternatively caprylic/capric acid triglycerides, such as those        sold by the company Stearineries Dubois or those sold under the        names Miglyol 810®, 812® and 818® by the company Dynamit Nobel,    -   synthetic ethers containing from 10 to 40 carbon atoms;    -   synthetic esters, for instance the oils of formula R₁COOR₂, in        which R₁ represents a linear or branched fatty acid residue        containing from 1 to 40 carbon atoms and R₂ represents a        hydrocarbon-based chain, which is especially branched,        containing from 1 to 40 carbon atoms, on condition that        R₁+R₂≧10. The esters may be chosen especially from fatty acid        esters of alcohols, for instance cetostearyl octanoate,        isopropyl alcohol esters, such as isopropyl myristate, isopropyl        palmitate, ethyl palmitate, 2-ethylhexyl palmitate, isopropyl        stearate, isopropyl isostearate, isostearyl isostearate, octyl        stearate, hydroxylated esters, for instance isostearyl lactate,        octyl hydroxystearate, diisopropyl adipate, heptanoates, and        especially isostearyl heptanoate, alcohol or polyalcohol        octanoates, decanoates or ricinoleates, for instance propylene        glycol dioctanoate, cetyl octanoate, tridecyl octanoate,        2-ethylhexyl 4-diheptanoate, 2-ethylhexyl palmitate, alkyl        benzoates, polyethylene glycol diheptanoate, propylene glycol        2-diethylhexanoate, and mixtures thereof, C₁₂-C₁₅ alcohol        benzoates, hexyl laurate, neopentanoic acid esters, for instance        isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl        neopentanoate, octyldodecyl neopentanoate, isononanoic acid        esters, for instance isononyl isononanoate, isotridecyl        isononanoate, octyl isononanoate, hydroxylated esters, for        instance isostearyl lactate and diisostearyl malate,    -   polyol esters and pentaerythritol esters, for instance        dipentaerythrityl tetrahydroxystearate/tetraisostearate,    -   esters of diol dimers and of diacid dimers,    -   copolymers of diol dimer and of diacid dimer and esters thereof,        such as dilinoleyl diol dimer/dilinoleic dimer copolymers, and        esters thereof,    -   copolymers of polyols and of diacid dimers, and esters thereof,    -   fatty alcohols that are liquid at room temperature, with a        branched and/or unsaturated carbon-based chain containing from        12 to 26 carbon atoms, for instance 2-octyldodecanol, isostearyl        alcohol, oleyl alcohol, 2-hexyldecanol, 2-butyloctanol and        2-undecylpentadecanol,    -   C₁₂-C₂₂ higher fatty acids, such as oleic acid, linoleic acid        and linolenic acid, and mixtures thereof;    -   dialkyl carbonates, the two alkyl chains possibly being        identical or different, such as dicaprylyl carbonate;    -   oils with a molar mass of between about 400 and about 10,000        g/mol, in particular about 650 to about 10,000 g/mol, in        particular from about 750 to about 7,500 g/mol and more        particularly ranging from about 1,000 to about 5,000 g/mol;        mention may be made especially, alone or as a mixture, of (i)        lipophilic polymers such as polybutylenes, polyisobutylenes, for        example hydrogenated polydecenes, vinylpyrolidone copolymers,        such as the vinylpyrrolidone/1-hexadecene copolymer, and        polyvinylpyrrolidone (PVP) copolymers, such as the copolymers of        a C₂-C₃₀ alkene, such as C₃-C₂₂, and combinations thereof; (ii)        linear fatty acid esters containing a total carbon number        ranging from 35 to 70, for instance pentaerythrityl        tetrapelargonate; (iii) hydroxylated esters such as        polyglyceryl-2 triisostearate; (iv) aromatic esters such as        tridecyl trimellitate; (v) esters of fatty alcohols or of        branched C₂₄-C₂₈ fatty acids, such as those described in U.S.        Pat. No. 6,491,927 and pentaerythritol esters, and especially        triisoarachidyl citrate, pentaerythrityl tetraisononanoate,        glyceryl triisostearate, glyceryl 2-tridecyltetradecanoate,        pentaerythrityl tetraisostearate, poly(2-glyceryl)        tetraisostearate or pentaerythrityl        2-tetradecyltetradecanoate; (vi) diol dimer esters and        polyesters, such as esters of diol dimer and of fatty acid, and        esters of diol dimer and of diacid.

In particular, one or more oils according to the invention may bepresent in a composition according to the invention in a content rangingfrom 1% to 90% by weight, preferably ranging from 2% to 75% by weight oreven from 3% to 60% by weight relative to the total weight of thecomposition.

It is understood that the above-described weight percentage of oil takesinto account the weight of oil used for the formulation of theassociated supramolecular polymer, if present.

Silicone Compound

As stated above, a composition according to the invention may compriseat least one silicone compound with a viscosity of less than 10,000,000cSt at 25° C. Such a compound is advantageously chosen from siliconegums, volatile silicone oils and non-volatile silicone oils. Viscositydetermined by Brookfield viscometer using ASTM D-445.

In particular, the silicone compound under consideration according tothe invention may be a silicone oil with a viscosity of between 3centistokes (cSt) (3×10⁻⁶ m²/s) and 800,000 centistokes (cSt)(800,000×10⁻⁶ m²/s)

Preferably, the silicone compound under consideration according to theinvention may be a non-volatile silicone oil with a viscosity of between9 centistokes (cSt) (9×10⁻⁶ m²/s) and 600,000 centistokes (cSt)(600,000×10⁻⁶ m²/s).

Silicone Oils

For the purposes of the present invention, the term “silicone oil” meansan oil comprising at least one silicon atom, and especially at least oneSi—O group.

In particular, the volatile or non-volatile silicone oils that may beused in the invention preferably have a viscosity at 25° C. of less than800,000 cSt, preferably less than or equal to 600,000 cSt and preferablyless than or equal to 500,000 cSt. The viscosity of these silicone oilsmay be measured according to standard ASTM D-445.

The silicone oils that may be used according to the invention may bevolatile or non-volatile or mixtures of volatile and non-volatilesilicone oils.

Thus, a composition according to the invention or under considerationaccording to a process of the invention may contain a mixture ofvolatile and non-volatile silicone oils.

In a preferred embodiment, the term “volatile silicone oil” means an oilthat can evaporate on contact with the skin in less than one hour, atroom temperature (25° C.) and atmospheric pressure. The volatilesilicone oil is a volatile cosmetic oil, which is liquid at roomtemperature, especially having a non-zero vapour pressure, at roomtemperature and atmospheric pressure, in particular having a vapourpressure ranging from 0.13 Pa to 40,000 Pa (10⁻³ to 300 mmHg),preferably ranging from 1.3 Pa to 13,000 Pa (0.01 to 100 mmHg) andpreferentially ranging from 1.3 Pa to 1,300 Pa (0.1 to 10 mmHg).

The term “non-volatile silicone oil” means an oil whose vapour pressureat room temperature and atmospheric pressure is non-zero and less than0.02 mmHg (2.66 Pa) and better still less than 10⁻³ mmHg (0.13 Pa).

Volatile Silicone Oils

In one embodiment of the present invention, compositions according tothe invention comprise at least one volatile silicone oil.

The volatile silicone oils that may be used in the invention may bechosen from silicone oils especially having a viscosity≦8 centistokes(cSt) (8×10⁻⁶ m²/s).

Furthermore, the volatile silicone oil that may be used in the inventionmay preferably be chosen from silicone oils with a flash point rangingfrom 40° C. to 102° C., preferably with a flash point of greater than55° C. and less than or equal to 95° C., and preferentially ranging from65° C. to 95° C. Volatile silicone oils that may be mentioned include:volatile linear or cyclic silicone oils, especially those with aviscosity≦8 centistokes (cSt) (8×10⁻⁶ m²/s at 25° C.), and especiallycontaining from 2 to 10 silicon atoms and in particular from 2 to 7silicon atoms, these silicones optionally comprising alkyl or alkoxygroups containing from 1 to 10 carbon atoms.

More particularly, the volatile silicone oils are non-cyclic and arechosen in particular from:

(a) the non-cyclic linear silicones of formula (D):

R₃SiO—(R₂SiO)_(n)—SiR₃  (D)

in which R, which may be identical or different, denotes:

-   -   a saturated or unsaturated hydrocarbon-based radical, containing        from 1 to 10 carbon atoms and preferably from 1 to 6 carbon        atoms, optionally substituted with one or more fluorine atoms or        with one or more hydroxyl groups, or    -   a hydroxyl group, one of the radicals R possibly being a phenyl        group, n is an integer ranging from 0 to 8, preferably ranging        from 2 to 6 and better still ranging from 3 to 5, further        wherein none of the R groups in the silicone compound of        formula (D) contain more than 15 carbon atoms;

(b) the branched silicones of formula (E) or (F) below:

R₃SiO—[(R₃SiO)RSiO]—(R₂SiO)_(n)—SiR₃  (E)

[R₃SiO]4Si  (F)

in which R, which may be identical or different, denotes:

-   -   a saturated or unsaturated hydrocarbon-based radical, containing        from 1 to 10 carbon atoms, optionally substituted with one or        more fluorine atoms or with one or more hydroxyl groups, or    -   a hydroxyl group, one of the radicals R possibly being a phenyl        group, x is an integer ranging from 0 to 8, further wherein none        of the R groups in the silicone compound of formula (E) or (F)        contain more than 15 carbon atoms.

Preferably, for the compounds of formulae (D), (E) and (F), the ratiobetween the number of carbon atoms and the number of silicon atoms isbetween 2.25 and 4.33.

The silicones of formulae (D) to (F) may be prepared according to theknown processes for synthesizing silicone compounds.

Among the silicones of formula (D) that may be mentioned are:

-   -   the following disiloxanes: hexamethyldisiloxane (surface        tension=15.9 mN/m), sold especially under the name DC 200        Fluid 0. 65 cSt by the company Dow Corning,        1,3-di-tert-butyl-1,1,3,3-tetramethyldisiloxane;        1,3-dipropyl-1,1,3,3-tetramethyldisiloxane;        heptylpentamethyldisiloxane;        1,1,1-triethyl-3,3,3-trimethyldisiloxane; hexaethyldisiloxane;        1,1,3,3-tetramethyl-1,3-bis(2-methylpropyl)disiloxane;        pentamethyloctyldisiloxane;        1,1,1-trimethyl-3,3,3-tris(1-methylethyl)disiloxane;        1-butyl-3-ethyl-1,1,3-trimethyl-3-propyldisiloxane;        pentamethylpentyldisiloxane;        1-butyl-1,1,3,3-tetramethyl-3-(1-methylethyl)disiloxane;        1,1,3,3-tetramethyl-1,3-bis(1-methylpropyl)disiloxane;        1,1,3-triethyl-1,3,3-tripropyldisiloxane;        3,3-dimethylbutyl)pentamethyldisiloxane;        (3-methylbutyl)pentamethyldisiloxane;        (3-methylpentyl)pentamethyldisiloxane;        1,1,1-triethyl-3,3-dimethyl-3-propyldisiloxane;        1-(1,1-dimethylethyl)-1,1,3,3,3-pentamethyldsiloxane;        1,1,1-trimethyl-3,3,3-tripropyldisiloxane;        1,3-dimethyl-1,1,3,3-tetrakis(1-methylethyl)disiloxane;        1,1-dibutyl-1,3,3,3-tetramethyldisiloxane;        1,1,3,3-tetramethyl-1,3-bis(1-methylethyl)disiloxane;        1,1,1,3-tetramethyl-3,3-bis(1-methylethyl)disiloxane;        1,1,1,3-tetramethyl-3,3-dipropyldisiloxane;        1,1,3,3-tetramethyl-1,3-bis(3-methylbutyl)disiloxane;        butylpentamethyldisiloxane; pentaethylmethyldisiloxane;        1,1,3,3-tetramethyl-1,3-dipentyldisiloxane;        1,3-dimethyl-1,1,3,3-tetrapropyldisiloxane;        1,1,1,3-tetraethyl-3,3-dimethyldisiloxane;        1,1,1-triethyl-3,3,3-tripropyldisiloxane;        1,3-dibutyl-1,1,3,3-tetramethyldisiloxane and        hexylpentamethyldisiloxane;    -   the following trisiloxanes: octamethyltrisiloxane (surface        tension=17.4 mN/m), sold especially under the name DC 200 Fluid        1 cSt by the company Dow Corning,        3-pentyl-1,1,1,3,5,5,5-heptamethyltrisiloxane;        1-hexyl-1,1,3,3,5,5,5-heptamethyltrisiloxane;        1,1,1,3,3,5,5-heptamethyl-5-octyltrisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-octyltrisiloxane, sold especially        under the name Silsoft 034 by the company OSI;        1,1,1,3,5,5,5-heptamethyl-3-hexyltrisiloxane (surface        tension=20.5 mN/m), sold especially under the name DC 2-1731 by        the company Dow Corning;        1,1,3,3,5,5-hexamethyl-1,5-dipropyltrisiloxane;        3-(1-ethylbutyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-(1-methylpentyl)trisiloxane;        1,5-diethyl-1,1,3,3,5,5-hexamethyltrisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-(1-methylpropyl)trisiloxane;        3-(1,1-dimethylethyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane;        1,1,1,5,5,5-hexamethyl-3,3-bis(1-methylethyl)trisiloxane;        1,1,1,3,3,5,5-hexamethyl-1,5-bis(1-methylpropyl)trisiloxane;        1,5-bis(1,1-dimethylethyl)-1,1,3,3,5,5-hexamethyltrisiloxane;        3-(3,3-dimethylbutyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-(3-methylbutyl)trisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-(3-methylpentyl)trisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-(2-methylpropyl)trisiloxane;        1-butyl-1,1,3,3,5,5,5-heptamethyltrisiloxane;        1,1,1,3,5,5,5-heptamethyl-3-propyltrisiloxane;        3-isohexyl-1,1,1,3,5,5,5-heptamethyltrisiloxane;        1,3,5-triethyl-1,1,3,5,5-pentamethyltrisiloxane;        3-butyl-1,1,1,3,5,5,5-heptamethyltrisiloxane;        3-tert-pentyl-1,1,1,3,5,5,5-heptamethyltrisiloxane;        1,1,1,5,5,5-hexamethyl-3,3-dipropyltrisiloxane;        3,3-diethyl-1,1,1,5,5,5-hexamethyltrisiloxane;        1,5-dibutyl-1,1,3,3,5,5-hexamethyltrisiloxane;        1,1,1,5,5,5-hexaethyl-3,3-dimethyltrisiloxane;        3,3-dibutyl-1,1,1,5,5,5-hexamethyltrisiloxane;        3-ethyl-1,1,1,3,5,5,5-heptamethyltrisiloxane;        3-heptyl-1,1,1,3,5,5,5-heptamethyltrisiloxane and        1-ethyl-1,1,3,3,5,5,5-heptamethyltrisiloxane;    -   the following tetrasiloxanes: decamethyltetrasiloxane (surface        tension=18 mN/m), sold especially under the name DC 200 Fluid        1.5 cSt by the company Dow Corning;        1,1,3,3,5,5,7,7-octamethyl-1,7-dipropyltetrasiloxane;        1,1,1,3,3,5,7,7,7-nonamethyl-5-(1-methylethyl)tetrasiloxane;        1-butyl-1,1,3,3,5,5,7,7,7-nonamethyltetrasiloxane;        3,5-diethyl-1,1,1,3,5,7,7,7-octamethyltetrasiloxane;        1,3,5,7-tetraethyl-1,1,3,5,7,7-hexamethyltetrasiloxane;        3,3,5,5-tetraethyl-1,1,1,7,7,7-hexamethyltetrasiloxane;        1,1,1,3,3,5,5,7,7-nonamethyl-7-phenyltetrasiloxane;        3,3-diethyl-1,1,1,5,5,7,7,7-octamethyltetrasiloxane; and        1,1,1,3,3,5,7,7,7-nonamethyl-5-phenyltetrasiloxane;    -   the following pentasiloxanes: dodecamethylpentasiloxane (surface        tension=18.7 mN/m), sold especially under the name DC 200 Fluid        2 cSt by the company Dow Corning;        1,1,3,3,5,5,7,7,9,9-decamethyl-1,9-dipropylpentasiloxane;        3,3,5,5,7,7-hexaethyl-1,1,1,9,9,9-hexamethylpentasiloxane;        1,1,1,3,3,5,7,7,9,9,9-undecamethyl-5-phenylpentasiloxane;        1-butyl-1,1,3,3,5,5,7,7,9,9,9-undecamethylpentasiloxane;        3,3-diethyl-1,1,1,5,5,7,7,9,9,9-decamethylpentasiloxane;        1,3,5,7,9-pentaethyl-1,1,3,5,7,9,9-heptamethylpentasiloxane;        3,5,7-triethyl-1,1,1,3,5,7,9,9,9-nonamethylpentasiloxane and        1,1,1-triethyl-3,3,5,5,7,7,9,9,9-nonamethylpentasiloxane;    -   the following hexasiloxanes:        1-butyl-1,1,3,3,5,5,7,7,9,9,11,11,11-tridecamethylhexasiloxane;        3,5,7,9-tetraethyl-1,1,1,3,5,7,9,11,11,11-decamethylhexasiloxane        and tetradecamethylhexasiloxane.    -   hexadecamethylheptasiloxane;    -   octadecamethyloctasiloxane;    -   eicosamethylnonasiloxane.

Among the silicones of formula (E) that may be mentioned are:

the following tetrasiloxanes:2-[3,3,3-trimethyl-1,1-bis[(trimethylsilyl)oxy]disiloxanyl]ethyl;1,1,1,5,5,5-hexamethyl-3-(2-methylpropyl)-3-[(trimethylsilyl)oxy]trisiloxane;3-(1,1-dimethylethyl)-1,1,1,5,5,5-hexamethyl-3-[(trimethylsilyl)oxy]trisiloxane;3-butyl-1,1,1,5,5,5-hexamethyl-3-[(trimethylsilyl)oxy]trisiloxane;1,1,1,5,5,5-hexamethyl-3-propyl-3-[(trimethylsilyl)oxy]trisiloxane;3-ethyl-1,1,1,5,5,5-hexamethyl-3-[(trimethylsilyl)oxy]trisiloxane;1,1,1-triethyl-3,5,5,5-tetramethyl-3-(trimethylsiloxy)trisiloxane;3-methyl-1,1,1,5,5,5-hexamethyl-3-[trimethylsilyl)oxy]trisiloxane;3-[(dimethylphenylsilyl)oxy]-1,1,1,3,5,5,5-heptamethyltrisiloxane;1,1,1,5,5,5-hexamethyl-3-(2-methylpentyl)-3-[(trimethylsilyl)oxy]trisiloxane;1,1,1,5,5,5-hexamethyl-3-(4-methylpentyl)-3-[(trimethylsilyl)oxy]trisiloxane;3-hexyl-1,1,1,5,5,5-hexamethyl-3-[(trimethylsilyl)oxy]trisiloxane and1,1,1,3,5,5,5-heptamethyl-3-[(trimethylsilyl)oxy]trisiloxane;

the following pentasiloxanes:1,1,1,3,5,5,7,7,7-nonamethyl-3-(trimethylsiloxy)tetrasiloxane and1,1,1,3,3,7,7,7-octamethyl-5-phenyl-5-[(trimethylsilyl)oxy]tetrasiloxane;

-   -   the following hexasiloxane:        1,1,1,3,5,5,7,7,9,9,11,11,11-tridecamethyl-3-[(trimethylsilyl)oxy]hexasiloxane.

Among the silicones of formula (F), mention may be made of:

-   -   1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane.    -   Use may also be made of other volatile silicone oils chosen        from:    -   the following tetrasiloxanes:        2,2,8,8-tetramethyl-5-[(pentamethyldisiloxanyl)methyl]-3,7-dioxa-2,8-disilanonane;        2,2,5,8,8-pentamethyl-5-[(trimethylsilyl)methoxy]-4,6-dioxa-2,5,8-trisilanonane;        1,3-dimethyl-1,3-bis[(trimethylsilyl)methyl]-1,3-disiloxanediol;        3-ethyl-1,1,1,5,5,5-hexamethyl-3-[3-(trimethylsiloxy)propyl]trisiloxane        and        1,1,1,5,5,5-hexamethyl-3-phenyl-3-[(trimethylsilyl)oxy]trisiloxane        (Dow 556 Fluid);    -   the following pentasiloxanes:        2,2,7,7,9,9,11,11,16,16-decamethyl-3,8,10,15-tetraoxa-2,7,9,11,16-pentasilaheptadecane        and the tetrakis[(trimethylsilyl)methyl]ester of silicic acid;    -   the following hexasiloxanes:        3,5-diethyl-1,1,1,7,7,7-hexamethyl-3,5-bis[(trimethylsilyl)oxy]tetrasiloxane        and        1,1,1,3,5,7,7,7-octamethyl-3,5-bis[(trimethylsilyl)oxy]tetrasiloxane;    -   the heptasiloxane:        1,1,1,3,7,7,7-heptamethyl-3,5,5-tris[(trimethylsilyl)oxy]tetrasiloxane;    -   the following octasiloxanes:        1,1,1,3,5,5,9,9,9-nonamethyl-3,7,7-tris[(trimethylsilyl)oxy]pentasiloxane;        1,1,1,3,5,7,9,9,9-nonamethyl-3,5,7-tris[(trimethylsilyl)oxy]pentasiloxane        and        1,1,1,7,7,7-hexamethyl-3,3,5,5-tetrakis[(trimethylsilyl)oxy]tetrasiloxane.

Volatile silicone oils that may more particularly be mentioned includedecamethylcyclopentasiloxane sold especially under the name DC-245 bythe company Dow Corning, dodecamethylcyclohexasiloxane sold especiallyunder the name DC-246 by the company Dow Corning, octamethyltrisiloxanesold especially under the name DC-200 Fluid 1 cSt by the company DowCorning, decamethyltetrasiloxane sold especially under the name DC-200Fluid 1.5 cSt by the company Dow Corning and DC-200 Fluid 5 cSt sold bythe company Dow Corning, octamethylcyclotetrasiloxane,heptamethylhexyltrisiloxane, heptamethylethyltrisiloxane,heptamethyloctyltrisiloxane and dodecamethylpentasiloxane, and mixturesthereof.

It should be noted that, among the above-mentioned oils, the linear oilsprove to be particularly advantageous.

Non-Volatile Silicone Oils

The non-volatile silicone oils that may be used in the invention may bechosen from silicone oils with a viscosity at 25° C. of greater than orequal to 9 centistokes (cSt) (9×10⁻⁶ m²/s) and less than 800,000 cSt,preferably between 50 and 600,000 cSt and preferably between 100 and500,000 cSt. The viscosity of this silicone oil may be measuredaccording to standard ASTM D-445.

Among these silicone oils, two types of oil may be distinguished,according to whether or not they contain phenyl.

Representative examples of these non-volatile linear silicone oils thatmay be mentioned include polydimethylsiloxanes (i.e., PDMS); alkyldimethicones; vinyl methyl methicones; and also silicones modified withoptionally fluorinated aliphatic groups, or with functional groups suchas hydroxyl, thiol and/or amine groups.

Thus, non-phenyl non-volatile silicone oils that may be mentionedinclude:

-   -   PDMSs comprising alkyl or alkoxy groups, which are pendent        and/or at the end of the silicone chain, these groups each        containing from 2 to 24 carbon atoms,    -   PDMSs comprising aliphatic groups, or functional groups such as        hydroxyl, thiol and/or amine groups,    -   polyalkylmethylsiloxanes optionally substituted with a        fluorinated group, such as        polymethyltrifluoropropyldimethylsiloxanes,    -   polyalkylmethylsiloxanes substituted with functional groups such        as hydroxyl, thiol and/or amine groups,    -   polysiloxanes modified with fatty acids, fatty alcohols or        polyoxyalkylenes, and mixtures thereof.

According to one embodiment, a composition according to the inventioncontains at least one non-phenyl linear silicone oil.

The non-phenyl linear silicone oil may be chosen especially from thesilicones of formula:

in which:

R₁, R₂, R₅ and R₆ are, together or separately, an alkyl radicalcontaining 1 to 6 carbon atoms,

R₃ and R₄ are, together or separately, an alkyl radical containing from1 to 6 carbon atoms, a vinyl radical, an amine radical or a hydroxylradical,

X is an alkyl radical containing from 1 to 6 carbon atoms, a hydroxylradical or an amine radical,

n and p are integers chosen so as to have a fluid compound.

As non-volatile silicone oils that may be used according to theinvention, mention may be made of those for which:

-   -   the substituents R₁ to R₆ and X represent a methyl group, and p        and n are such that the viscosity is about 500,000 cSt (measured        by Brookfield viscometer using ASTMD-445 method), such as the        product sold under the name SE30 by the company General        Electric, the product sold under the name AK 500,000 by the        company Wacker, the product sold under the name Mirasil DM        500,000 by the company Bluestar, and the product sold under the        name Dow Corning 200 Fluid 500,000 cSt by the company Dow        Corning (viscosity determined by Brookfield viscometer using        ASTMD-445 method),    -   the substituents R₁ to R₆ and X represent a methyl group, and p        and n are such that the viscosity is about 60,000 cSt (measured        by Brookfield viscometer using ASTMD-445 method), such as the        product sold under the name Dow Corning 200 Fluid 60,000 CS by        the company Dow Corning, and the product sold under the name        Wacker Belsil DM 60,000 by the company Wacker,    -   the substituents R₁ to R₆ and X represent a methyl group, and p        and n are such that the viscosity is about 350 cSt (measured by        Brookfield viscometer using ASTMD-445 method), such as the        product sold under the name Dow Corning 200 Fluid 350 CS by the        company Dow Corning,    -   the substituents R₁ to R₆ represent a methyl group, the group X        represents a hydroxyl group, and n and p are such that the        viscosity is about 700 cSt (measured by Brookfield viscometer        using ASTMD-445 method), such as the product sold under the name        Baysilone Fluid T0.7 by the company Momentive.

According to one embodiment variant, a composition according to theinvention contains at least one phenyl silicone oil.

Representative examples of these non-volatile phenyl silicone oils thatmay be mentioned include those oils of Formulae II to VII describedbelow.

The phenyl silicone oils corresponding to the formula (II):

in which the groups R represent, independently of each other, a methylor a phenyl, with the proviso that at least one group R represents aphenyl. Preferably, in this formula, the phenyl silicone oil comprisesat least three phenyl groups, for example at least four, at least fiveor at least six.

The phenyl silicone oils corresponding to the formula (III):

in which the groups R represent, independently of each other, a methylor a phenyl, with the proviso that at least one group R represents aphenyl. Preferably, in this formula, the phenyl silicone oil comprisesat least three phenyl groups, for example at least four or at leastfive. Mixtures of these phenyl silicone oils may be used. Examples thatmay be mentioned include mixtures of triphenyl, tetraphenyl orpentaphenyl organopolysiloxanes.

The phenyl silicone oil corresponding to the formula (IV):

in which Me represents methyl, Ph represents phenyl. Such a phenylsilicone oil is especially manufactured by Dow Corning under thereference PH-1555 HRI or Dow Corning 555 Cosmetic Fluid (chemical name:1,3,5-trimethyl-1,1,3,5,5-pentaphenyltrisiloxane; INCI name: trimethylpentaphenyl trisiloxane). The reference Dow Corning 554 Cosmetic Fluidmay also be used.

The phenyl silicone oils corresponding to the formula (V):

in which Me represents methyl, y is between 1 and 1,000 and X represents—CH₂—CH(CH₃)(Ph).

The phenyl silicone oils corresponding to formula (VI) below:

in which Me is methyl and Ph is phenyl, OR′ represents a group —OSiMe₃and y is 0 or ranges between 1 and 1000, and z ranges between 1 and1000, such that compound (VI) is a non-volatile oil.

According to a first embodiment, y ranges between 1 and 1000. Use may bemade, for example, of trimethyl siloxyphenyl dimethicone, soldespecially under the reference Belsil PDM 1000 sold by the companyWacker.

According to a second embodiment, y is equal to 0. Use may be made, forexample, of phenyl trimethylsiloxy trisiloxane, sold especially underthe reference Dow Corning 556 Cosmetic Grade Fluid.

The phenyl silicone oils corresponding to the formula (VII):

in which:

R₁, R₂, R₅ and R₆ are, together or separately, an alkyl radicalcontaining 1 to 6 carbon atoms,

R₃ and R₄ are, together or separately, an alkyl radical containing from1 to 6 carbon atoms or an aryl radical,

X is an alkyl radical containing from 1 to 6 carbon atoms, a hydroxylradical or a vinyl radical,

n and p being chosen so as to give the oil a weight-average molecularmass of less than 200,000 g/mol, preferably less than 150,000 g/mol andmore preferably less than 100,000 g/mol.

Mixtures of the phenyl silicone oils corresponding to Formulae (II) to(VII) are also useful.

The phenyl silicone oils that are most particularly suitable for use inthe invention are those corresponding to formulae (III), (IV) and (VI),especially to formula (IV) and (VI) hereinabove.

More particularly, the phenyl silicone oils are chosen from phenyltrimethicones, phenyl dimethicones,phenyl-trimethylsiloxydiphenylsiloxanes, diphenyl dimethicones,diphenylmethyldiphenyltrisiloxanes and 2-phenylethyltrimethylsiloxysilicates, and mixtures thereof. Preferably, theweight-average molecular weight of the non-volatile phenyl silicone oilaccording to the invention ranges from 500 to 10,000 g/mol.

Waxes

According to a first embodiment, the composition is free of wax.

According to another embodiment, the composition contains wax.

The term “wax” means a lipophilic compound that is solid at roomtemperature (25° C.), with a reversible solid/liquid change of state,having a melting point of greater than or equal to 30° C., which may beup to 200° C. The waxes may be chosen from waxes of animal, plant,mineral or synthetic origin, and mixtures thereof. Mention may be madeespecially of hydrocarbon-based waxes, for instance beeswax, lanolin waxand Chinese insect waxes; rice bran wax, carnauba wax, candelilla wax,ouricury wax, alfalfa wax, berry wax, shellac wax, Japan wax and sumachwax; montan wax, orange wax, lemon wax, microcrystalline waxes,paraffins and ozokerite; polyethylene waxes, the waxes obtained byFisher-Tropsch synthesis and waxy copolymers, and also esters thereof.Mention may also be made of waxes obtained by catalytic hydrogenation ofanimal or plant oils containing linear or branched C₈-C₃₂ fatty chains.Among these, mention may be made especially of hydrogenated sunfloweroil, hydrogenated castor oil, hydrogenated coconut oil, hydrogenatedlanolin oil and bis(1,1,1-trimethylol propane) tetrastearate. Mentionmay also be made of silicone waxes and fluoro waxes. The waxes obtainedby hydrogenation of castor oil esterified with cetyl alcohol may also beused. According to a preferred embodiment of the invention, theinventive composition contains a polyethylene wax.

The wax may be present in the composition of the present invention in anamount ranging from about 1 to about 25% by weight, more preferably fromabout 2 to about 20% by weight, most preferably from about 4 to about15% by weight, relative to the total weight of the composition.

Colorant(s)

The cosmetic compositions of the present invention may also contain atleast one cosmetically acceptable colorant such as a pigment ordyestuff. Examples of suitable pigments include, but are not limited to,inorganic pigments, organic pigments, lakes, pearlescent pigments,irridescent or optically variable pigments, and mixtures thereof. Apigment should be understood to mean inorganic or organic, white orcolored particles. Said pigments may optionally be surface-treatedwithin the scope of the present invention, including but not limited to,surface treatments with compounds such as silicones, perfluorinatedcompounds, lecithin, and amino acids.

Representative examples of inorganic pigments useful in the presentinvention include those selected from the group consisting of rutile oranatase titanium dioxide, coded in the Color Index under the referenceCI 77,891; black, yellow, red and brown iron oxides, coded underreferences CI 77,499, 77,492 and 77,491; manganese violet (CI 77,742);ultramarine blue (CI 77,007); chromium oxide (CI 77,288); chromiumhydrate (CI 77,289); and ferric blue (CI 77,510) and mixtures thereof.

Representative examples of organic pigments and lakes useful in thepresent invention include, but are not limited to, D&C Red No. 19 (CI45,170), D&C Red No. 9 (CI 15,585), D&C Red No. 21 (CI 45,380), D&COrange No. 4 (CI 15,510), D&C Orange No. 5 (CI 45,370), D&C Red No. 27(CI 45,410), D&C Red No. 13 (CI 15,630), D&C Red No. 7 (CI 15,850), D&CRed No. 6 (CI 15,850), D&C Yellow No. 5 (CI 19,140), D&C Red No. 36 (CI12,085), D&C Orange No. 10 (CI 45,425), D&C Yellow No. 6 (CI 15,985),D&C Red No. 30 (CI 73,360), D&C Red No. 3 (CI 45,430) and the dye orlakes based on cochineal carmine (CI 75,570) and mixtures thereof.

Representative examples of pearlescent pigments useful in the presentinvention include those selected from the group consisting of the whitepearlescent pigments such as mica coated with titanium oxide, micacoated with titanium dioxide, bismuth oxychloride, titanium oxychloride,colored pearlescent pigments such as titanium mica with iron oxides,titanium mica with ferric blue, chromium oxide and the like, titaniummica with an organic pigment of the above-mentioned type as well asthose based on bismuth oxychloride and mixtures thereof.

The precise amount and type of colorant employed in the compositions ofthe present invention will depend on the color, intensity and use of thecosmetic composition and, as a result, will be determined by thoseskilled in the art of cosmetic formulation.

Surfactant(s)

A composition according to the invention may also comprise at least onesurfactant, which may be present in a proportion of from about 0.1% toabout 10% by weight, especially from about 0.5% to about 8% by weight,or even from about 1% to about 6% by weight relative to the total weightof the composition. The surfactant may be chosen from amphoteric,anionic, cationic and nonionic, preferably nonionic, surfactants.Mention may especially be made, alone or as a mixture, of:

a) nonionic surfactants with an HLB (i.e., hydrophilic-lipophilicbalance) of less than 8 at 25° C., optionally combined with one or morenonionic surfactants with an HLB of greater than 8 at 25° C., asmentioned below, for instance:

-   -   saccharide esters and ethers such as sucrose stearates, sucrose        cocoate and sorbitan stearate, and mixtures thereof;    -   fatty acid esters, especially of C₈-C₂₄ and preferably of        C₁₆-C₂₂ fatty acids, and of polyol, especially of glycerol or        sorbitol, such as glyceryl stearate, glyceryl laurate,        polyglyceryl-2 stearate, sorbitan tristearate and glyceryl        ricinoleate;    -   lecithins, such as soybean lecithins;    -   oxyethylenated and/or oxypropylenated ethers (which may comprise        1 to 150 oxyethylene and/or oxypropylene groups) of fatty        alcohols (especially of C₈-C₂₄ and preferably C₁₂-C₁₈ fatty        alcohols) such as stearyl alcohol oxyethylene ether containing        two oxyethylene units (CTFA name: Steareth-2);    -   silicone surfactants, for instance dimethicone copolyols and        alkyldimethicone copolyols, for example the mixture of        cyclomethicone/dimethicone copolyol sold under the name        Q2-3225C® by the company Dow Corning;

b) nonionic surfactants with an HLB of greater than or equal to 8 at 25°C., for instance:

-   -   saccharide esters and ethers such as the mixture of cetylstearyl        glucoside and of cetyl and stearyl alcohols, for instance        Montanov 68 from SEPPIC;    -   oxyethylenated and/or oxypropylenated glycerol ethers, which may        comprise 1 to 150 oxyethylene and/or oxypropylene units;    -   oxyethylenated and/or oxypropylenated ethers (which may comprise        from 1 to 150 oxyethylene and/or oxypropylene units) of fatty        alcohols, especially of C₈-C₂₄ and preferably of C₁₂-C₁₈ fatty        alcohols, such as stearyl alcohol oxyethylene ether containing        20 oxyethylene units (CTFA name: Steareth-20), cetearyl alcohol        oxyethylene ether containing 30 oxyethylene units (Ceteareth-30)        and the oxyethylene ether of the mixture of C₁₂-C₁₅ fatty        alcohols comprising seven oxyethylene units (C₁₂₋₁₅ Pareth-7);    -   esters of a fatty acid, especially of C₈-C₂₄ and preferably of        C₁₆-C₂₂ fatty acids, and of polyethylene glycol (or PEG) (which        may comprise 1 to 150 oxyethylene units), such as PEG-50        stearate and PEG-40 monostearate;    -   esters of a fatty acid, especially of C₈-C₂₄ and preferably of        C₁₆-C₂₂ fatty acids, and of oxyethylenated and/or        oxypropylenated glycerol ethers (which may comprise from 1 to        150 oxyethylene and/or oxypropylene units), for instance        glyceryl monostearate polyoxyethylenated with 200 oxyethylene        units; glyceryl stearate polyoxyethylenated with 30 oxyethylene        units, glyceryl oleate polyoxyethylenated with 30 oxyethylene        units, glyceryl cocoate polyoxyethylenated with 30 oxyethylene        units, glyceryl isostearate polyoxyethylenated with 30        oxyethylene units and glyceryl laurate polyoxyethylenated with        30 oxyethylene units;    -   esters of a fatty acid, especially of C₈-C₂₄ and preferably of        C₁₆-C₂₂ fatty acids, and of oxyethylenated and/or        oxypropylenated sorbitol ethers (which may comprise from 1 to        150 oxyethylene and/or oxypropylene units), for instance        polysorbate 20 and polysorbate 60;    -   dimethicone copolyol, especially the product sold under the name        Q2-5220® from Dow Corning;    -   dimethicone copolyol benzoate, such as the products sold under        the names Finsolv SLB 1010 and 201® from Finetex;    -   copolymers of propylene oxide, and of ethylene oxide, also known        as EO/PO polycondensates, which are copolymers formed from        polyethylene glycol and polypropylene glycol blocks, for        instance polyethylene glycol/polypropylene glycol/polyethylene        glycol triblock polycondensates.

c) anionic surfactants such as:

-   -   salts of C₁₆-C₃₀ fatty acids, especially amine salts, such as        triethanolamine stearate or 2-amino-2-methylpropane-1,3-diol        stearate;    -   polyoxyethylenated fatty acid salts, especially animated salts        or salts of alkali metals, and mixtures thereof;    -   phosphoric esters and salts thereof, such as DEA oleth-10        phosphate (Crodafos N 10N from the company Croda) or        monopotassium monocetyl phosphate;    -   sulfosuccinates such as disodium PEG-5 citrate lauryl        sulfosuccinate and disodium ricinoleamido MEA sulfosuccinate;    -   alkyl ether sulfates such as sodium lauryl ether sulfate;    -   isethionates;    -   acylglutamates such as disodium hydrogenated tallow glutamate        (Amisoft HS21 R® from Ajinomoto) and sodium stearoyl glutamate        (Amisoft HS11 PF® from Ajinomoto);    -   soybean derivatives, for instance potassium soyate;    -   citrates, for instance glyceryl stearate citrate;    -   proline derivatives, for instance sodium palmitoyl proline or        the mixture of sodium palmitoyl sarcosinate, magnesium palmitoyl        glutamate, palmitic acid and palmitoyl proline (Sepifeel One        from SEPPIC);    -   lactylates, for instance sodium stearoyl lactylate;    -   sarcosinates, for instance sodium palmitoyl sarcosinate or the        75/25 mixture of stearoyl sarcosine and myristoyl sarcosine;    -   sulfonates, for instance sodium C₁₄₋₁₇ alkyl-sec-sulfonate;    -   glycinates, for instance sodium cocoyl glycinate.

d) cationic surfactants such as:

-   -   alkylimidazolidiniums such as isostearylethylimidonium        ethosulfate,

ammonium salts such as (C₁₂₋₃₀ alkyl)tri(C₁₋₄ alkyl)ammonium halides,for instance N,N,N-trimethyl-1-docosanaminium chloride (orbehentrimonium chloride);

e) amphoteric surfactants, for instance N-acylamino acids, such asN-alkylaminoacetates and disodium cocoamphodiacetate, and amine oxidessuch as stearamine oxide.

Additive(s)

A makeup and/or care composition according to the invention may alsocomprise at least one agent usually used in cosmetics, chosen, forexample, from: reducing agents; thickeners; film-forming agents that areespecially hydrophobic, or are softeners, antifoams, moisturizers, orUV-screening agents; ceramides; cosmetic active agents; peptizers;fragrances; proteins; vitamins; propellants; hydrophilic or lipophilic,film-forming or non-film-forming polymers; and lipophilic or hydrophilicgelling agents. The above additives are generally present in an amountfor each of them of between 0.01% and 10% by weight relative to thetotal weight of the composition. A person skilled in the art will takecare to select the constituents of the composition such that theadvantageous properties associated with the invention are not, or arenot substantially, adversely affected.

Cosmetically Acceptable Medium

The ready-to-use composition according to the disclosure can be invarious forms, such as in the form of liquids, creams, gels, lotions orpaste.

The ready-to-use composition can comprise other compounds constitutingthe cosmetically acceptable medium. This cosmetically acceptable mediumcomprises water or a mixture of water and at least one cosmeticallyacceptable organic solvent.

As examples of cosmetically acceptable organic solvents, non-limitingmentions can be made of alcohols such as ethyl alcohol, isopropylalcohol, benzyl alcohol and phenylethyl alcohol, or glycols or glycolethers such as, for example, ethylene glycol, propylene glycol, butyleneglycol, hexylene glycol or dipropylene glycol, or ethers thereof suchas, for example, monomethyl, monoethyl and monobutyl ethers of ethyleneglycol or propylene glycol, such as, for example, monomethyl ethers ofpropylene glycol, butylene glycol, hexylene glycol or dipropyleneglycol, as well as alkyl ethers of diethylene glycol, for examplemonoethyl ether or monobutyl ether of diethylene glycol.

The composition of the present invention may be in any form, eitherliquid or non-liquid (semi-solid, soft solid, solid, etc.). For example,it may be a paste, a solid, a gel, or a cream. It may be an emulsion,such as an oil-in-water or water-in-oil emulsion, a multiple emulsion,such as an oil-in-water-in-oil emulsion or a water-in-oil-in-wateremulsion, or a solid, rigid or supple gel. The composition of theinvention may, for example, comprise an external or continuous fattyphase. The composition can also be a molded composition or cast as astick or a dish.

EXAMPLES Examples 1 and 2 Lip Color Formulations

Inventive Inventive INCI US Example 1 Example 2 C30+olefin/undecylenicacid 0 1 copolymer (Performa V ™-6112) Supramolecular Polymer of 10 10Formula (I) (n = 30-40) RED 7 PIGMENT 3.33 3.33 Isododecane QS QSTRIMETHYLSILOXYSILICATE/ 3.33 3.33 DIMETHICONOL CROSSPOLYMER (MQOH)Trimethyl Pentaphenyl 16.67 16.67 Trisiloxane All numerical values inthe above Table are weight percent active.

Procedures:

All materials were mixed with moderate agitation at 80 degrees Celsiusuntil all waxes have melted and contents looked uniform. It was thencooled to room temperature while mixing before pouring to suitable sizecontainers for future testing.

The formulations above include two inventive lip Color formulations.Inventive Example 2 was more uniform and had better stability thanInventive Example 1.

Example 3 Lip Color Formulation

Inventive INCI US Example 3 C30+olefin/undecylenic acid 0.5 copolymer(Performa V ™-6112) Supramolecular Polymer of 10 Formula (I) (n = 30-40)RED 7 PIGMENT 3.33 Isododecane QS TRIMETHYLSILOXYSILICATE/DIMETHICONOL5.0 CROSSPOLYMER (MQOH) Trimethyl Pentaphenyl 16.67 Trisiloxane lauroylLysine 0.5 All numerical values in the above Table are weight percentactive.

Procedures: Same as Inventive Examples 1 and 2

TABLE 1 Initial applications of Inventive Example 3 and Revlon ®Colorstay Ultimate ™ Liquid Lipcolor. Product Moisture Tackiness ShineInventive 6.7 6 8.6 Example 3 Revlon 5.2 6.8 5.8

The formulation examples above were tested on 11 lip color users whowore one product on their lips for one day and another product the nextday and completed a comparative evaluation questionnaire on the thirdday. They evaluated the product at initial application, one hour afterapplication and after meal. They evaluated for shine, tackiness, wear ofcolor and moisture on their lips based on a scale from 0 to 15. ForMoisture, Wear of color, and Shine, it was preferable to have a highrating. For Tackiness, it was preferable to have a low rating. Theresults above (Table 1) show that, at the initial application, theInventive Example 3 formula demonstrated high shine, with reducedtackiness disadvantages compared to the Revlon® Colorstay Ultimate™Liquid Lipcolor. At the same time, the inventive formula provided moremoisture on the wearer's lip.

TABLE 2 Observations of Inventive Example 3 and Revlon ® ColorstayUltimate ™ Liquid Lipcolor formulation one hour after application.Product Wear of color Comfort Moisture Shine Inventive 9 6.5 6.1 7.9Example 3 Revlon 7.1 6 4.3 4.5

The results above (Table 2) show that, with the addition of MQOH and LSF(light silicone fluid), the inventive Example 3 demonstrated high andlong-lasting shine, and long wear of color one hour after applicationcompared to the Revlon® Colorstay Ultimate™ Liquid Lipcolor. At the sametime, it provided good comfort level, and more moisture on the wearer'slips.

TABLE 3 Observations of Inventive Example 3 and Revlon ® ColorstayUltimate ™ Liquid Lipcolor after a meal. Product Wear of color ComfortMoisture Shine Inventive 6.8 6.9 5.5 6.1 Example 3 Revlon 6.3 6.3 4.63.8

The results above (Table 3) show that, the inventive Example 3demonstrated high and long-lasting shine, and long wear of color after ameal compared to the Revlon® Colorstay Ultimate™ Liquid Lipcolor. At thesame time, it provided good comfort level, and more moisture on thewearer's lips.

It is to be understood that the foregoing describes preferredembodiments of the invention and that modifications may be made thereinwithout departing from the spirit or scope of the invention as set forthin the claims.

What is claimed is:
 1. A cosmetic composition for making up and/orenhancing the appearance of keratinous substrates comprising, in acosmetically acceptable medium: a) at least one supramolecular polymer,b) at least one detackifying ingredient which is a hyperbranchedfunctional polymer, c) at least one fatty phase; d) at least one lightsilicone fluid other than (c); e) at least one copolymer containing asilicone resin segment and a fluid silicone segment; f) optionally, atleast one functional filler; g) optionally, at least one wax; and h)optionally, at least one colorant, wherein the supramolecular polymer isbased on functionalized polyalkene polymer of formula HO—P—OH in which Prepresents a homopolymer or a copolymer that may be obtained bypolymerization of one or more linear or cyclic polyunsaturated C₂-C₁₀alkenes, further wherein said one or more linear or cyclicpolyunsaturated C₂-C₁₀ alkenes may be branched, further wherein saidsupramolecular polymer may be derived from the reaction of saidfunctionalized polyalkene polymer with at least one junction groupfunctionalized with at least one reactive group capable of reacting withthe reactive group(s) of the functionalized polyalkene polymer, furtherwherein said junction group is capable of forming at least 3 hydrogenbonds.
 2. The composition according to claim 1, wherein thefunctionalized polyalkene polymer of formula HO—P—OH is hydrogenated. 3.The composition according to claim 1, wherein P represents a homo- orcopolymer that may be obtained by polymerization of one or more linearor branched C₂-C₄ diunsaturated alkenes.
 4. The composition according toclaim 1, wherein P is chosen from a polybutylene, a polybutadiene, apolyisoprene, a poly(1,3-pentadiene) or a polyisobutylene, andcopolymers thereof.
 5. The composition according to claim 1, wherein Pis a poly(ethylene/butylene) copolymer.
 6. The composition according toclaim 1, wherein the functionalized junction group is of formula:

in which L represents a saturated or unsaturated C₁-C₂₀ divalentcarbon-based group.
 7. The composition according to claim 1, wherein thesupramolecular polymer corresponds to the formula:

in which: L′ and L″ have, independently of each other, the followingmeaning: a single bond or a saturated or unsaturated C₁₋₂₀ divalentcarbon-based group selected from the group consisting of a linear orbranched C₁-C₂₀ alkylene; a C₅-C₂₀ (alkyl)cycloalkylene alkylene; aC₁₁-C₂₀ alkylene-biscycloalkylene; a C₆-C₂₀ (alkyl)arylene; and analkylene-bisarylene; wherein one or both of L′ and L″ are possiblysubstituted with at least one alkyl group and/or possibly comprising 1to 4 N and/or O heteroatoms; X and X′═O, and P represents a homo- orcopolymer that may be obtained by polymerization of one or more linearor branched C₂-C₄ diunsaturated alkenes.
 8. The composition according toclaim 7, in which: L′ and L″ are both isophorone groups, X and X′═O, andP represents a polybutylene, a polybutadiene, a polyisoprene, apoly(1,3-pentadiene) or a polyisobutylene, and copolymers thereof. 9.The composition according to claim 1, wherein the supramolecular polymercorresponds to the formula:


10. The composition according to claim 1, wherein (a) is present in anamount of from about 1 to about 60% by weight, based on the total weightof the composition.
 11. The composition according to claim 1, whereinsaid junction group is capable of forming at least 4 hydrogen bonds. 12.The composition according to claim 6, wherein L is selected from thegroup consisting of: a linear or branched C₁-C₂₀ alkylene; a C₅-C₂₀(alkyl)cycloalkylene, an alkylene-biscycloalkylene and a C₆-C₂₀(alkyl)arylene.
 13. The composition according to claim 1, wherein (b) isa hyperbranched polyol.
 14. The composition according to claim 1,wherein (b) is a hyperbranched polyacid.
 15. The composition accordingto claim 1, wherein (b) is a C20-C24 olefin/oleyl alcohol copolymer. 16.The composition according to claim 14, wherein the hyperbranchedpolyacid has at least two carboxyl groups.
 17. The composition accordingto claim 1, wherein (b) is a C30+olefin/undecylenic acid copolymer. 18.The composition according to claim 1, wherein (b) is present in anamount of from about 0.1% to about 30% by weight, based on the totalweight of the composition.
 19. The composition according to claim 6,wherein L is an isophorone group.
 20. The composition according to claim7, wherein P represents a poly(ethylene/butylene).
 21. The compositionaccording to claim 13, wherein the hyperbranched polyol is present in anamount of from about 1% to about 30% by weight, based on the totalweight of the composition.
 22. The composition according to claim 9,wherein n is an integer from 20 to
 70. 23. The composition according toclaim 14, wherein the hyperbranched polyacid is present in an amount offrom about 0.1% to about 20% by weight, based on the total weight of thecomposition.
 24. The composition according to claim 1, wherein (c) is asilicone oil.
 25. The composition according to claim 1, wherein (c) ispresent in an amount of from about 1% to about 97% by weight, based onthe total weight of the composition.
 26. The composition according toclaim 1, wherein (d) is chosen from light silicone oils having aviscosity of below 200 cPa at 25° C.
 27. The composition according toclaim 1, wherein (d) is at least one light phenyl silicone oil.
 28. Thecomposition according to claim 1, wherein (d) is chosen from phenyltrimethicone, trimethyl pentaphenyl trisiloxane or mixtures thereof. 29.The composition according to claim 1, wherein (d) is present in anamount of from about 1% to about 50% by weight, based on the totalweight of the composition.
 30. The composition according to claim 1,wherein the silicone resin segment of (e) is a MQ type silicone resin.31. The composition according to claim 1, wherein (e) is atrimethylsiloxysilicate/dimethiconol crosspolymer.
 32. The compositionaccording to claim 1, wherein (e) is present in an amount of from about0.5% to about 30% by weight, based on the total weight of thecomposition.
 33. The composition according to claim 1, wherein thecomposition is a lip color comprising at least one colorant.
 34. Thecomposition according to claim 1, wherein the composition is a lipstickor a lip gloss.
 35. A lip color composition comprising: a) at least onesupramolecular polymer having a structure of:

b) a C30+olefin/undecylenic acid copolymer, c) at least one lightsilicone fluid, d) at least one copolymer containing a silicone resinsegment and a fluid silicone segment; e) optionally, at least onefunctional filler; and f) at least one colorant.
 36. A lip colorcomposition according to claim 35, wherein the at least onesupramolecular polymer has the following structure:

wherein n is an integer from 20 to
 70. 37. A method of making up and/orenhancing the appearance of a keratinous substrate comprising applyingonto the keratinous substrate a cosmetic composition containing: a) atleast one supramolecular polymer, b) at least one detackifyingingredient which is a hyperbranched functional polymer, c) at least onefatty phase; d) at least one light silicone fluid other than (c); e) atleast one copolymer containing a silicone resin segment and a fluidsilicone segment; f) optionally, at least one functional filler; g)optionally, at least one wax; and h) optionally, at least one colorant,wherein the supramolecular polymer is based on functionalized polyalkenepolymer of formula HO—P—OH in which P represents a homopolymer or acopolymer that may be obtained by polymerization of one or more linearor cyclic polyunsaturated C₂-C₁₀ alkenes, further wherein said one ormore linear or cyclic polyunsaturated C₂-C₁₀ alkenes may be branched,further wherein said supramolecular polymer may be derived from thereaction of said functionalized polyalkene polymer with at least onejunction group functionalized with at least one reactive group capableof reacting with the reactive group(s) of the functionalized polyalkenepolymer, further wherein said junction group is capable of forming atleast 3 hydrogen bonds.
 38. The method according to claim 37, whereinsaid junction group is capable of forming at least 4 hydrogen bonds.